Perfuming compositions

Information

  • Patent Grant
  • 11427783
  • Patent Number
    11,427,783
  • Date Filed
    Friday, June 30, 2017
    6 years ago
  • Date Issued
    Tuesday, August 30, 2022
    a year ago
Abstract
The aspects presented herein provide fragrance compositions having an olfacive profile that changes with time, wherein the fragrance compositions comprise at least two contrasting perfume accords that provide an olfactory modulating effect, wherein the perfume formulation delivers a desirable scent with increased perceived intensity and improved longevity of perception.
Description
FIELD OF THE INVENTION

The present invention relates to the field of perfumery. In particular, fragrance compositions having an olfactive profile that changes with time, wherein the fragrance compositions comprise at least two contrasting perfume accords that provide an olfactory modulating effect, wherein the perfume formulation delivers a desirable scent with increased perceived intensity and improved longevity of perception.


BACKGROUND

Consumers are looking for different sensory experiences, and the perfume industry is constantly seeking for solutions to answer that demand and in particular for ways to prolong the perfume experience over time. The industry is also keen on finding solutions to phenomenon referred to as perfume habituation and perfume adaptation resulting in a decrease of perceived intensity over time.


SUMMARY

One aspect presented herein provides a perfume composition comprising at least two perfuming accords,

    • wherein a first perfume accord of the at least two perfuming accords comprises perfuming compounds dominated by a first olfactive note,
    • wherein a second perfume accord of the at least two perfuming accords comprises perfuming compounds dominated by a second olfactive note,
    • wherein the first and second olfactive notes are contrasting notes,
    • wherein the first perfume accord is present in the perfume composition in an amount sufficient for the first olfactive note to be perceived by a subject at a first time,
    • wherein the second perfume accord is present in the perfume composition in an amount sufficient for the second olfactive note to be perceived by a subject at a second time, and
    • wherein the perception of the first olfactive note and the second olfactive note is at a level sufficient to reduce, prevent, or suppress a reduced perception of the perfume composition by the subject over time.


In one aspect, the second time is after the first time.


In one aspect, the first perfume accord comprises perfuming compounds having a volatility ranging from 70,000 to 100 μg/l in air.


In one aspect, the second perfume accord comprises perfuming compounds having a volatility ranging from 99 to 50 μg/l in air.


In one aspect, the sufficient amount of the first perfume accord is from 30% to 70% by weight of the perfume composition.


In one aspect, the sufficient amount of the second perfume accord is from 30% to 70% by weight of the perfume composition.


In one aspect, the first perfume accord and the second perfume accord are present in the perfume composition in a weight ratio ranging from 3:1 to 1:3.


In one aspect, the first perfume accord and the second perfume accord are present in the perfume composition at a weight ratio of 1:1.


In one aspect, the perception of the second olfactive note after the first olfactive note is at a level sufficient to reduce, prevent, or suppress a reduced perception of the perfume composition by the subject over time.


In one aspect, the perfume composition further comprises a third perfume accord comprising perfuming compounds dominated by a third olfactive note, wherein the third perfume accord is present in the perfume composition in an amount sufficient for the third olfactive note to be perceived by a subject at a third time.


In one aspect, the sufficient amount of the third perfume accord is from 30% to 70% by weight of the perfume composition.


In one aspect, the first perfume accord the second perfume accord, and the third perfume accord are present in the perfume composition at a weight ratio of 1:1:1.


In one aspect, the third olfactive note and the second olfactive note are contrasting notes.


In one aspect, the third olfactive note and the first olfactive note are contrasting notes.


In one aspect, the third time is after the second time.


In one aspect, the third perfume accord comprises perfuming compounds having a volatility ranging from 49 to 0.1 μg/l in air.


In one aspect, the first time is less than one hour after exposure of the subject to the perfuming composition.


In one aspect, the second time is from one to six hours after exposure of the subject to the perfuming composition.


In one aspect, the second time is from one to four hours after exposure of the subject to the perfuming composition.


In one aspect, the third time is from four to six hours after exposure of the subject to the perfuming composition.


In one aspect, the perception of the first olfactive note, the second olfactive note, and the third olfactive note is at a level sufficient to reduce, prevent, or suppress a reduced perception of the perfume composition by the subject over time.


In one aspect, the perception of the third olfactive note after the second olfactive note is at a level sufficient to reduce, prevent, or suppress a reduced perception of the perfume composition by the subject over time.


In one aspect, the first olfactive note is selected from the group consisting of floral, water, green, fruity and citrus olfactive notes.


In one aspect, the second olfactive note is selected from the group consisting of floral, fruity, citrus, sweet, oriental, woody and meringue olfactive notes.


In one aspect, the third olfactive note is selected from the group consisting of floral, fruity, citrus, sweet, oriental, woody and meringue olfactive notes.


In one aspect, the the first perfume accord is dominated by an olfactive note consisting of lemon and the second perfume accord is dominated by a second olfactive note consisting of oriental.


In one aspect, the first perfume accord is dominated by an olfactive note consisting of lemon and the second perfume accord is dominated by an olfactive note consisting of meringue.


In one aspect, the first perfume accord is dominated by an olfactive note consisting of citrus, floral, fruity and green, and the second perfume accord is dominated by an olfactive note consisting of a floral, fruity and sweet.


In one aspect, the first perfume accord is dominated by an olfactive note consisting of citrus and green, the second perfume accord is dominated by an olfactive note consisting of a floral, and fruity, and the third perfume accord is dominated by an olfactive note consisting of floral, fruity, citrus and sweet.


In one aspect, the perfume composition is a pre-formulated perfume composition, and the first perfume accord is added to the pre-formulated perfume composition in an amount sufficient for the first olfactive note to be perceived by the subject at the first time.


In one aspect, the perfume composition is a pre-formulated perfume composition, and the second perfume accord is added to the pre-formulated perfume composition in an amount sufficient for the second olfactive note to be perceived by the subject at the second time.


In one aspect, the perfume composition is a pre-formulated perfume composition, and the third perfume accord is added to the pre-formulated perfume composition in an amount sufficient for the third olfactive note to be perceived by the subject at the third time.


One aspect presented herein provides a manufactured product comprising the perfume composition according to an aspect presented herein.


In one aspect, the manufactured product is selected from the group consisting of a perfume, eau de toilette, home care product and a personal care product.


One aspect presented herein provides a method to reduce, prevent, or suppress a reduced perception of the perfume composition by a subject over time, comprising exposing the subject to a perfume composition according an aspect presented herein.


One aspect presented herein provides a method to reduce, prevent, or suppress a reduced perception of the perfume composition by a subject over time, comprising dispensing sequentially at least partly in the air, the first perfume accord dominated by a first olfactive note followed by the second perfume comprising perfuming compounds forming a second perfume accord dominated by a second olfactive note.


In one aspect, the sequential dispensing is performed using a device.


In one aspect, the first accord and the second accord are physically separated within the device.





BRIEF DESCRIPTION OF THE FIGURES


FIG. 1 shows a fragrance wheel showing the inferred relationships among olfactory groups based upon similarities and differences in their odor according to some aspects presented herein.



FIG. 2 shows a graph of perceived perfume intensities after sequential exposure to contrasting and non-contrasting accords, according to some aspects presented herein.



FIG. 3 shows a graph of perceived perfume intensities after sequential exposure to contrasting and non-contrasting accords, according to some aspects presented herein.



FIG. 4 shows a graph of perceived perfume intensities after sequential exposure to contrasting and non-contrasting accords, according to some aspects presented herein.



FIG. 5 shows the olfactive profile of a reference fine fragrance at the times indicated. The bars at each time point, moving from left to right, represent the number of subjects that perceived green, citrus, fruity, floral, woody, musk, or sweet/gourmand notes, or lack of any note.



FIG. 6 shows the olfactive profile of a reference fine fragrance at the times indicated, after a subject has been exposed to the fine fragrance for two minutes. The bars at each time point, moving from left to right, represent the number of subjects that perceived green, citrus, fruity, floral, woody, musk, or sweet/gourmand notes, or lack of any note.



FIG. 7 shows the olfactive profile of fine fragrance according to one aspect presented herein at the times indicated. The bars at each time point, moving from left to right, represent the number of subjects that perceived green, citrus, fruity, floral, woody, musk, or sweet/gourmand notes, or lack of any note.



FIG. 8 shows the olfactive profile of a fine fragrance according to one aspect presented herein at the times indicated, after a subject has been exposed to the fine fragrance for two minutes. The bars at each time point, moving from left to right, represent the number of subjects that perceived green, citrus, fruity, floral, woody, musk, or sweet/gourmand notes, or lack of any note.



FIG. 9 shows the olfactive profile of fine fragrance according to one aspect presented herein at the times indicated. The bars at each time point, moving from left to right, represent the number of subjects that perceived green, citrus, fruity, floral, woody, musk, or sweet/gourmand notes, or lack of any note.



FIG. 10 shows the olfactive profile of a fine fragrance according to one aspect presented herein at the times indicated, after a subject has been exposed to the fine fragrance for two minutes. The bars at each time point, moving from left to right, represent the number of subjects that perceived green, citrus, fruity, floral, woody, musk, or sweet/gourmand notes, or lack of any note.



FIG. 11 shows the mean decrease in perceived intensity of the fine fragrances evaluated in Example 4.





DETAILED DESCRIPTION

In the following description, reference is made to specific embodiments which may be practiced, which is shown by way of illustration. These embodiments are described in detail to enable those skilled in the art to practice the invention described herein, and it is to be understood that other embodiments may be utilized and that logical changes may be made without departing from the scope of the aspects presented herein. The following description of example embodiments is, therefore, not to be taken in a limited sense, and the scope of the various aspects presented herein is defined by the appended claims.


The Abstract is provided to comply with 37 C.F.R. § 1.72(b) to allow the reader to quickly ascertain the nature and gist of the technical disclosure. The Abstract is submitted with the understanding that it will not be used to interpret or limit the scope or meaning of the claims.


Consumers are looking for different sensory experiences, and the perfume industry is constantly seeking for solutions to answer that demand and in particular for ways to prolong the perfume experience over time. The industry is also keen on finding solutions to phenomenon referred to as perfume habituation and perfume adaptation resulting in a decrease of perceived intensity over time. The present disclosure provides a solution to the above-mention problems in particular to the decrease of perfume perception over time and offers a novel solution to improve fragrance longevity and satisfy the consumer needs for new sensory experience.


Odor descriptors are well known and widely use to describe the odor character of a fragrance. Several procedures for describing odor characters are known and have been the object of many publications, and sensory maps for odor descriptors (olfactive note) are largely known and used by the perfumery industry. In 2009 an approach to reach a standard sensory map of perfumery odor perception has been described by M. Zarzo and David Stanton in Attention, Perception and Psychophysicy, 2009, 71(2) 225-247. Therefore, in some aspects, a perfume accord can be defined with a number of descriptors.


As used herein, the term “contrasting accords”, “contrasting notes” or “contrasting pairs” is meant to designate accords for which the respective dominant olfactive notes are belonging to odor families that are distant from one another. Tools such as the fragrance wheel for instance can be used to define those fragrance families. An exemplar fragrance wheel is shown in FIG. 1.


Referring to the classification shown in FIG. 1, olfactive notes adjacent to each other on the fragrance wheel are not considered contrasting olfactive notes. However, olfactive notes separated by at least one adjacent olfactive note are considered contrasting olfactive notes, wherein the degree of contrast is directly proportional to the degree of separation. For example, by way of illustration, a dry woods olfactive note is opposite to a soft floral olfactive note, and therefore the degree of contrast is considered to be greater than the contrast between a soft floral olfactive note and a soft oriental olfactive note.


Contrasting accords in the context of the invention can be defined as accords for which there is no more than one descriptor shared between the two accords, preferably for which there is no descriptor shared between the two accords. As an example, “sweet” and “aromatic” are strongly correlated and share more than one descriptor. Sweet is also correlated with powdery. Aromatic and powdery are not directly correlated with one another but they both share the correlation with sweet, so they are not contrasting in the context of the invention.


An alternate way to look at contrasting accords is to use the notion of cross-adaptation. Cross-adaptation is well-known in the perfumery technical field and accords for which there is no perceptual cross-adaptation between the accords constitutes contrasting accords.


Alternatively, in some aspects, olfactive notes may be classified as contrasting according to the methods disclosed in Zarzo, J. Sensory Studies, 23 (2008), pg 354-376.


Alternatively, in some aspects, olfactive notes may be classified as contrasting according to the methods disclosed in Zarzo, J. Chemical Senses (2015), pg 305-313.


Alternatively, in some aspects, olfactive notes may be classified as contrasting according to the methods disclosed in Zarzo, J. Chemical Senses 31 (2006), pg 713-724.


Alternatively, in some aspects, olfactive notes may be classified as contrasting according to the methods disclosed in Abe et al, Analytica Chimica 239 (1990), pg 73-85.


Alternatively, in some aspects, olfactive notes may be classified as contrasting according to the methods disclosed in Chastrette et al, Chemical Senses 16 (1991), pg 81-93.


Compositions According to Some Aspects Presented Herein:


Subjects' perceptions of perfume compositions may decline over time. The compositions described herein address the subjects' decline in perception of fragrance in several ways.


Compositions Comprising Contrasting Perfuming Accords:


It has been now surprisingly found that combining contrasting fragrance accords into a single composition may accentuate the differences in the pairing. In particular, the inventors found that the perceived intensity of the resulting mixture of such dissimilar fragrance accords was significantly higher than predicted, based on the intensities of the individual accords; and, that attention to the odor of a mixture of contrasting accords was enhanced and prolonged versus the accords alone.


Accordingly, some aspects described herein provide a perfume composition comprising perfuming compounds forming a first perfume accord dominated by a first olfactive note; and perfuming compounds forming a second perfume accord dominated by a second olfactive note, wherein the first and second olfactive notes are contrasting notes. Additionally, some aspects provide a method to improve perfume intensity perceived by a subject over time, which method comprises, exposing said subject to a composition as defined herein.


A perfume accord is meant to designate a mixture of perfuming ingredients. As used herein, the term “perfuming ingredient” it is meant a compound, which is used for the primary purpose of conferring or modulating an odour. In other words such an ingredient, to be considered as being a perfuming one, must be recognized by a person skilled in the art as being able to at least impart or modify in a positive or pleasant way the odor of a composition, and not just as having an odor. For the purpose of the present disclosure, perfume accord also includes combination of perfuming ingredients with substances which together improve, enhance or modify the delivery of the perfuming ingredients, such as perfume precursors, emulsions or dispersions, as well as combinations which impart an additional benefit beyond that of modifying or imparting an odor, such as long-lasting, blooming, malodour counteraction, antimicrobial effect, microbial stability, insect control.


The nature and type of the perfuming ingredients do not warrant a more detailed description here, which in any case would not be exhaustive, the skilled person being able to select them on the basis of its general knowledge and according to intended use or application and the desired organoleptic effect. In general terms, these perfuming ingredients belong to chemical classes as varied as alcohols, aldehydes, ketones, esters, ethers, acetates, nitriles, terpenoids, nitrogenous or sulphurous heterocyclic compounds and essential oils, and said perfuming co-ingredients can be of natural or synthetic origin. Many of these co-ingredients are in any case listed in reference texts such as the book by S. Arctander, Perfume and Flavor Chemicals, 1969, Montclair, N.J., USA, or its more recent versions, or in other works of a similar nature, as well as in the abundant patent literature in the field of perfumery. It is also understood that said ingredients may also be compounds known to release in a controlled manner various types of perfuming compounds.


The perfuming ingredients may be dissolved in a solvent of current use in the perfume industry. In some embodiments, the solvent is not an alcohol. Examples of such solvents are diethyl phthalate, isopropyl myristate, Abalyn® (rosin resins, available from Eastman), benzyl benzoate, ethyl citrate, limonene or other terpenes, or isoparaffins. In some aspects, the solvent is very hydrophobic and highly sterically hindered, like for example Abalyn® or benzyl benzoate.


In some aspects, the perfume comprises less than 30% of solvent. In some aspects, the perfume comprises less than 20%, alternatively less than 10% of solvent, all these percentages being defined by weight relative to the total weight of the perfume. In some aspects, the perfume is essentially free of solvent.


In some aspects, the first perfume comprising perfuming compounds forming a first perfume accord dominated by a first olfactive note, when dispersed into a surrounding space has a given profile. In some aspects, the given profile does not change over time. Similarly, in some aspects the second perfume comprising perfuming compounds forming a second perfume accord dominated by a second olfactive note has a given profile. In some aspects, the given profile does not change over time.


Referring to Examples 1 to 3, the compositions according to the present disclosure advantageously proved to increase the perceived intensity of a perfume, when comparing with the perceived intensity of the individual accords as shown in the examples below. Contrary to what would be expected, namely an intensity for the composition comprising the two accords between the respective intensities of the accord evaluated individually, the composition according to the invention shows increased intensity. Therefore another object of the invention consists of a method to improve perfume intensity perceived by a subject over time, which method comprises exposing said subject to a first perfume accord dominated by a first olfactive note followed by exposure to a second perfume accord dominated by a second olfactive note wherein the first and second olfactive note are contrasting notes.


Moreover, the compositions described herein have also shown to impact noticeability of a perfume when the consumer is exposed to the contrasting accords sequentially. Therefore, a method to improve noticeability of a perfume which comprises dispensing sequentially at least partly in the air, a first perfume comprising perfuming compounds forming a first perfume accord dominated by a first olfactive note followed by a second perfume comprising perfuming compounds forming a second perfume accord dominated by a second olfactive note, wherein the first olfactive and second olfactive notes are contrasting notes, is also an object of the present invention.


In some aspects, the first perfume accord is dominated by an olfactive note selected from the group consisting of floral, water, green, fruity and citrus and the second perfume accord is dominated by an olfactive note selected from the group consisting of oriental, woody and meringue. In an alternate aspect, the first perfume accord is dominated by an olfactive note consisting of lemon and the second perfume accord is dominated by a second olfactive note consisting of an oriental note. In an alternate aspect, the first perfume accord is dominated by an olfactive note consisting of lemon and the second perfume accord is dominated by an olfactive note consisting of a meringue note.


In some aspects, the perfume composition comprises a third contrasting accord. This accord, if used, must contrast with the other two accords in the composition. There must be no perceptual cross-adaptation (reciprocal or non-reciprocal) between either pair of accords in the composition; at least one pair of accords must show either reciprocal or non-reciprocal perceptual enhancement; and, the three accords must be used in the fragrance composition at approximately the same intensity as one another.


In some aspects, the perfume composition further comprises additional ingredients.


Compositions Comprising Contrasting Perfuming Accords Having Different Temporal Release Profiles:


Without intending to be limited to any particular theory, in some aspects, the likelihood of a subject's decreased perception of a fragrance (also referred to herein as habituation) may be greater if the olfactive profile (i.e. the olfactive notes of the perfume composition) does not change, or changes only slightly with time.


By way of illustration, Example 4 describes a perfume composition having an olfactive profile that was consistently reported to be floral, musk and woody for up to 6 hours following application to a surface. It was found that subjects adapted to the perfume composition, in that the perception of the perfume composition decline over time.


In contrast, again referring to Example 4, less adaptation was observed to perfume compositions having an olfactive profile that changes over time.


Accordingly, some aspects provide a perfume composition comprising at least two perfuming accords,

    • wherein a first perfume accord of the at least two perfuming accords comprises perfuming compounds dominated by a first olfactive note,
    • wherein a second perfume accord of the at least two perfuming accords comprises perfuming compounds dominated by a second olfactive note,
    • wherein the first and second olfactive notes are contrasting notes,
    • wherein the first perfume accord is present in the perfume composition in an amount sufficient for the first olfactive note to be perceived by a subject at a first time,
    • wherein the second perfume accord is present in the perfume composition in an amount sufficient for the second olfactive note to be perceived by a subject at a second time, and
    • wherein the perception of the first olfactive note and the second olfactive note is at a level sufficient to reduce, prevent, or suppress a reduced perception of the perfume composition by the subject over time.


In some aspects, the second time is after the first time.


In some aspects, the perfume composition further comprises a third perfume accord comprising perfuming compounds dominated by a third olfactive note, wherein the third perfume accord is present in the perfume composition in an amount sufficient for the third olfactive note to be perceived by a subject at a third time.


In some aspects, the third time is after the second time.


In some embodiments, the perfume composition is the perfume composition described in Table 2.


In some embodiments, the perfume composition is the perfume composition described in Table 3.


In some aspects, the perfume composition further comprises additional ingredients.


In some aspects, the perfume composition is a pre-formulated perfume composition, and the first perfume accord is added to the pre-formulated perfume composition in an amount sufficient for the first olfactive note to be perceived by the subject at the first time.


In some aspects, the perfume composition is a pre-formulated perfume composition, and the second perfume accord is added to the pre-formulated perfume composition in an amount sufficient for the second olfactive note to be perceived by the subject at the second time.


In some aspects, the perfume composition is a pre-formulated perfume composition, and the third perfume accord is added to the pre-formulated perfume composition in an amount sufficient for the third olfactive note to be perceived by the subject at the third time.


In some aspects, the third olfactive note and the second olfactive note are contrasting notes.


In some aspects, the third olfactive note and the first olfactive note are contrasting notes.


In some aspects, there are no perceptual cross-adaptation (reciprocal or non-reciprocal) between either pair of accords in the composition (either between the first and second, or the second and third)


In some embodiments, at least one pair of accords show either reciprocal or non-reciprocal perceptual enhancement.


In some aspects, the first olfactive note is selected from the group consisting of floral, water, green, fruity and citrus olfactive notes.


In some aspects, the second olfactive note is selected from the group consisting of floral, fruity, citrus, sweet, oriental, woody and meringue olfactive notes.


In some aspects, the third olfactive note is selected from the group consisting of floral, fruity, citrus, sweet, oriental, woody and meringue olfactive notes.


In some aspects, the first perfume accord is dominated by an olfactive note consisting of lemon and the second perfume accord is dominated by a second olfactive note consisting of oriental.


In some aspects, the first perfume accord is dominated by an olfactive note consisting of lemon and the second perfume accord is dominated by an olfactive note consisting of meringue.


In some aspects, the first perfume accord is dominated by an olfactive note consisting of citrus, floral, fruity and green, and the second perfume accord is dominated by an olfactive note consisting of a floral, fruity and sweet.


In some aspects, the first perfume accord is dominated by an olfactive note consisting of citrus and green, the second perfume accord is dominated by an olfactive note consisting of a floral, and fruity, and the third perfume accord is dominated by an olfactive note consisting of floral, fruity, citrus and sweet.


In some aspects, the sufficient amount of the first perfume accord is from 30% to 70% by weight of the perfume composition. In some aspects, the sufficient amount of the first perfume accord is from 40% to 70% by weight of the perfume composition. In some aspects, the sufficient amount of the first perfume accord is from 50% to 70% by weight of the perfume composition. In some aspects, the sufficient amount of the first perfume accord is from 60% to 70% by weight of the perfume composition. In some aspects, the sufficient amount of the first perfume accord is from 30% to 60% by weight of the perfume composition. In some aspects, the sufficient amount of the first perfume accord is from 30% to 50% by weight of the perfume composition. In some aspects, the sufficient amount of the first perfume accord is from 30% to 40% by weight of the perfume composition.


In some aspects, the sufficient amount of the first perfume accord is 30%, or 40%, or 50%, or 60%, or 70% by weight of the perfume composition.


In some aspects, the sufficient amount of the second perfume accord is from 30% to 70% by weight of the perfume composition. In some aspects, the sufficient amount of the second perfume accord is from 40% to 70% by weight of the perfume composition. In some aspects, the sufficient amount of the second perfume accord is from 50% to 70% by weight of the perfume composition. In some aspects, the sufficient amount of the second perfume accord is from 60% to 70% by weight of the perfume composition. In some aspects, the sufficient amount of the second perfume accord is from 30% to 60% by weight of the perfume composition. In some aspects, the sufficient amount of the second perfume accord is from 30% to 50% by weight of the perfume composition. In some aspects, the sufficient amount of the second perfume accord is from 30% to 40% by weight of the perfume composition.


In some aspects, the sufficient amount of the second perfume accord is 30%, or 40%, or 50%, or 60%, or 70% by weight of the perfume composition.


In some aspects, the first perfume accord and the second perfume accord are present in the perfume composition in a weight ratio ranging from 3:1 to 1:3. In some aspects, the first perfume accord and the second perfume accord are present in the perfume composition at a weight ratio of 1:1.


In some aspects, the sufficient amount of the third perfume accord is from 30% to 70% by weight of the perfume composition. In some aspects, the sufficient amount of the third perfume accord is from 40% to 70% by weight of the perfume composition. In some aspects, the sufficient amount of the third perfume accord is from 50% to 70% by weight of the perfume composition. In some aspects, the sufficient amount of the third perfume accord is from 60% to 70% by weight of the perfume composition. In some aspects, the sufficient amount of the third perfume accord is from 30% to 60% by weight of the perfume composition. In some aspects, the sufficient amount of the third perfume accord is from 30% to 50% by weight of the perfume composition. In some aspects, the sufficient amount of the third perfume accord is from 30% to 40% by weight of the perfume composition.


In some aspects, the sufficient amount of the third perfume accord is 30%, or 40%, or 50%, or 60%, or 70% by weight of the perfume composition.


In some aspects, the first perfume accord the second perfume accord, and the third perfume accord are present in the perfume composition at a weight ratio of 1:1:1.


Without intending to be limited to any particular theory, the perception of a particular perfume accord depends on a number of factors, such as, for example, the particular mixture of perfuming ingredients, the volatility of the perfuming ingredients, the odor detection threshold of the perfuming ingredients, the concentration of the perfuming ingredients that a subject is exposed to, and the like.


In some embodiments, the first, second, and third perfuming accords, when perceived, are perceived at the same intensity by the subject.


In some embodiments, the time at which a given perfume accord is perceived by the user may be controlled by the relative volatility of a given perfume accord compared to the others in the perfume composition. For example, in some embodiments, the first perfuming accord comprises perfuming ingredients that are more volatile than the perfuming ingredients comprising the second, or third perfume accords. Consequently, the first perfume accord is perceived by the subject at a first time that is before the time the second perfume accord is perceived. Similarly, in some embodiments, the second perfuming accord comprises perfuming ingredients that are more volatile than the perfuming ingredients comprising the third perfume accord. Consequently, the second perfume accord is perceived by the subject at a time second time that is before the time the third perfume accord is perceived. Similarly, the third perfuming accord comprises perfuming ingredients that are less volatile than the perfuming ingredients comprising the second perfume accord. Consequently, the third perfume accord is perceived by the subject at a time second time that is after the time the second perfume accord is perceived.


In some aspects, the first perfume accord comprises perfuming compounds having a volatility ranging from 70,000 to 100 μg/l in air. In some aspects, perfuming compounds having a volatility ranging from 70,000 to 100 μg/l in air are referred to as “top notes”.


In some aspects, the second perfume accord comprises perfuming compounds having a volatility ranging from 99 to 50 μg/l in air. In some aspects, perfuming compounds having a volatility ranging from 99 to 50 μg/l in air are referred to as “middle notes”.


In some aspects, the third perfume accord comprises perfuming compounds having a volatility ranging from 49 to 0.1 μg/l in air. In some aspects, perfuming compounds having a volatility ranging from 49 to 0.1 μg/l in air are referred to as “bottom notes”.


In some aspects, the first perfume accord comprises perfuming compounds having a vapor pressure greater than 0.1 mm Hg. In some aspects, perfuming compounds having a vapor pressure greater than 0.1 mm Hg are referred to as “top notes”.


In some aspects, the second perfume accord comprises perfuming compounds having a vapor pressure between 0.1 mm Hg and 0.001 mm Hg. In some aspects, perfuming compounds having a vapor pressure between 0.1 mm Hg and 0.001 mm Hg are referred to as “middle notes”.


In some aspects, the third perfume accord comprises perfuming compounds having a vapor pressure less than 0.001 mm Hg. In some aspects, perfuming compounds having a vapor pressure less than 0.001 mm Hg are referred to as “bottom notes”.


Tables 4 to 10 describe top, middle and bottom note perfuming compounds for watery, green, fruity, citrus, sweet, gourmand and woody notes respectively.


In some aspects, the perception of the second olfactive note after the first olfactive note is at a level sufficient to reduce, prevent, or suppress a reduced perception of the perfume composition by the subject over time.


In some aspects, the perception of the first olfactive note, the second olfactive note, and the third olfactive note is at a level sufficient to reduce, prevent, or suppress a reduced perception of the perfume composition by the subject over time.


In some aspects, the perception of the third olfactive note after the second olfactive note is at a level sufficient to reduce, prevent, or suppress a reduced perception of the perfume composition by the subject over time.


Accordingly, some aspects provide a method to reduce, prevent, or suppress a reduced perception of the perfume composition by a subject over time, comprising exposing the subject to a perfume composition according an aspect presented herein.


In some aspects, the first time is less than one hour after exposure of the subject to the perfuming composition. In some aspects, the first time is 60, or 55, or 50, or 45, or 40, or 35, or 30, or 25, or 20, or 15 minutes after exposure of the subject to the perfuming composition.


In some aspects, the second time is from one to six hours after exposure of the subject to the perfuming composition. In some aspects, the second time is from one to five hours after exposure of the subject to the perfuming composition. In some aspects, the second time is from one to four hours after exposure of the subject to the perfuming composition. In some aspects, the second time is from one to three hours after exposure of the subject to the perfuming composition. In some aspects, the second time is from one to two hours after exposure of the subject to the perfuming composition. In some aspects, the second time is from two to six hours after exposure of the subject to the perfuming composition. In some aspects, the second time is from three to six hours after exposure of the subject to the perfuming composition. In some aspects, the second time is from four to six hours after exposure of the subject to the perfuming composition. In some aspects, the second time is from five to six hours after exposure of the subject to the perfuming composition. In some aspects, the second time is 1, or 1.5, or 2, or 2.5, or 3, or 3.5, or 4, or 4.5, or 5, or 5.5, or 6 six hours after exposure of the subject to the perfuming composition.


In some aspects, the second time is from one to four hours after exposure of the subject to the perfuming composition.


In some aspects, the third time is from four to six hours after exposure of the subject to the perfuming composition. In some aspects, the third time is from four to five hours after exposure of the subject to the perfuming composition. In some aspects, the third time is from five to six hours after exposure of the subject to the perfuming composition. In some aspects, the third time is 4, or 4.5, or 5, or 5.5, or 6 six hours after exposure of the subject to the perfuming composition.


Devices and Applications


In some aspects, the time at which a given perfume accord is perceived by the user may be controlled by dispensing the given perfume accord at a given time. For example, the first perfume accord may be dispensed at the first time, the second perfume accord may be dispensed at the second time, and so on. In some embodiments, the subject does not perceive a given perfume accord until it is dispensed.


Accordingly, some aspect presented herein provide a method to reduce, prevent, or suppress a reduced perception of the perfume composition by a subject over time, comprising dispensing sequentially at least partly in the air, the first perfume accord dominated by a first olfactive note followed by the second perfume comprising perfuming compounds forming a second perfume accord dominated by a second olfactive note.


In some aspects, the sequential dispensing is performed using a device configured to sequentially emanate separate fragrances at timed intervals from each other. Devices suitable for this include the AIRWICK® SYMPHONIA device which is configured to receive two separate bottles of fragrance and sequentially direct heat toward each bottle to accelerate the evaporation of fragrance therefrom. In such a device the fragrances contained in each bottle can be different to facilitate a consumer being able to notice the sequential nature of the fragrance emanation.


U.S. Patent Application Publication No. 2013/0156408 A1 discloses an example of a device configured to sequentially emanate separate fragrances at timed intervals from each other.


U.S. Patent Application Publication No. 2013/0156408 A1 discloses an example of methods to sequentially emanate separate fragrances at timed intervals from each other.


U.S. Patent Application Publication No. 2015/0098860 A1 discloses an example of methods to sequentially emanate separate fragrances at timed intervals from each other.


In some aspects, the device comprises dispensing means for dispersing sequentially in the air volatile compositions and a composition as defined in any of the above-described aspects. In some aspects, the device is such that the first accord and the second accord are physically separated by separating means. According to one aspect, the device is an air-freshener. By sequentially diffusing contrasting accords, the intensity of the perfume can be improved over time.


In some aspects, the first time is 60, or 55, or 50, or 45, or 40, or 35, or 30, or 25, or 20, or 15 minutes.


In some aspects, the second time is 1, or 1.5, or 2, or 2.5, or 3, or 3.5, or 4, or 4.5, or 5, or 5.5, or 6 six hours.


In some aspects, the third time is 4, or 4.5, or 5, or 5.5, or 6 six hours.


The compositions of the present disclosure can be used for different applications. According to some aspects, the perfume composition according to the invention consists of an air freshener.


One aspect presented herein provides a manufactured product comprising the perfume composition according to an aspect presented herein. In one aspect, the manufactured product is selected from the group consisting of a perfume, eau de toilette, home care product and a personal care product.


The present invention is best illustrated but is not limited to the following examples.


EXAMPLES
Example 1: Sensory Evaluation of Perceived Perfume Intensity with Sequential Exposure to Contrasting Accords Vs Non Contrasting Accords

For this example, 3 perfume accords were prepared: a lemon accord (A1); a lime accord (A2); and, an oriental accord (C1). The lemon accord and lime accords are non-contrasting accords, whereas the lemon and oriental accords are contrasting accords.


Protocol:


Each accord was applied to a cellulose type air freshener and placed in an evaluation booth. A panel was then asked to rate the intensity of the odor in each booth. The test was repeated later the same day. The sample preparation and set-up was identical to the first test but there was one important difference: each assessor was asked to wear a small device for 15 minutes prior to the evaluation. The device was a small plastic holder that could be clipped onto the assessors clothing, the holder contained a cellulose pad that was impregnated with the lemon accord. In this way we were able to adapt the assessors to the lemon accord.


The results of the two tests are illustrated in FIG. 2 and are markedly different. The perceived intensity of the lemon accord was significantly suppressed after adaptation to the lemon accord (self-adaptation). The perceived intensity of the lime accord (non-contrasting accord if compared to lemon) was also strongly suppressed after adaptation to the lemon accord (significant cross-adaptation*). On the other hand, the perceived intensity of the oriental accord (contrasting accord compare to lemon) was increased/enhanced after adaptation to the lemon accord. The lemon accord and oriental accord would meet the definition of “contrasting fragrance accords”—there is no cross-adaptation and there is a perceptual enhancement.


Example 2: Sensory Evaluation of Perceived Perfume Intensity with Sequential Exposure to Contrasting Accords Vs Non Contrasting Accords

The protocol described in Example 1 was repeated using a larger panel and different accords. Accords used were a berry accord (A1) and a coconut accord (C1). There was also used an accord that would be “complementary” to the berry accord, that is one that is noticeably different (more different than lime from lemon) but which shares some olfactive quality—there was used an apple accord for this purpose (B1). Results are illustrated in FIG. 3. The berry accord showed a strong self-adapting effect, cross-adaptation with the apple accord and no cross-adaptation with the coconut accord. Furthermore, there was an enhancement of the coconut accord after adaptation to the berry.


Example 3: Sensory Evaluation of Perceived Perfume Intensity of a Perfume Composition According to Some Aspects Presented Herein

A sensory test was conducted with 24 panelists. Two contrasting fragrance accords were used, namely “LEMON” (A1) and “MERINGUE” (C1). Three identical odor evaluation booths were set up as follows: one booth contained two 5 cm×5 cm cellulose pads, each impregnated with 2 g of the “LEMON” accord; a second booth contained two 5 cm×5 cm cellulose pads, each impregnated with 2 g of the “MERINGUE” accord; a third booth contained one 5 cm×5 cm cellulose pad impregnated with 2 g of the “LEMON” accord and one 5 cm×5 cm cellulose pad impregnated with the “MERINGUE” accord. Panelists were asked to rate the intensity of the odors in each booth. Normally, it could have been expected that the intensity of the mixture “LEMON+MERINGUE” would fall between the intensity of the LEMON only and MERINGUE only; however, surprisingly the intensity of the mixture was significantly stronger than the intensity of either single accord. Results are illustrated in FIG. 3.


Also, it was mentioned by panellist that the citrus aspects were more noticeable when paired with the “meringue” than when smelled alone. This view was echoed by several of the professional evaluators that smelled the samples.


Example 4: Sensory Evaluation of Perceived Perfume Intensity of a Fine Fragrance Perfume Composition According to Some Aspects Presented Herein

A sensory test was conducted with 22 to 24 panelists in each session, comparing the three fine fragrances shown in three different sesasions, set forth in Tables 1-3 below:









TABLE 1







Test Attention Modulation Fragrance “HAF A”:










Ingredient Name
Parts














Naphtho[2,1-b]furan, dodecahydro-
15



3a,6,6,9a-tetramethyl-, [3aR-



(3a.alpha.,5a.beta., 9a.alpha.,9b.beta)]



@10% DIPG



Benzyl Acetate
5



Ethoxymethyl-cyclododecyl ether
10



3-(4-tert-butylphenyl)propanal
5



(Z)-3-Methyl-2-(2-pentenyl)-2-cyclopenten-
1



1-one



3,7-dimethyl-2,6-octadienal @ 10% DIPG
3



3,7-dimethyloct-6-enyl acetate
10



1-(2,6,6-trimethyl-1-cyclohex-2-enyl)but-3-
3



en-1-one @ 10% DIPG



(E)-1-(2,6,6-trimethyl-1-cyclohexa-1,3-
3



dienyl)but-2-en-1-one @10% DIPG



5-hexyloxolan-2-one
2



(6E)-3,7-dimethylnona-1,6-dien-3-ol
35



1,4-dioxacycloheptadecane-5,17-dione
50



1,3,4,6,7,8-hexahydro-4,6,6,7,8,8-
50



hexamethylcyclopenta(g)-2-benzopyran 70



MIP EXTRA



(Z)-3,7-Dimethyl-2,6-octadien-1-ol
7



GRAPEFRUIT OIL
10



methyl 3-oxo-2-pentylcyclopentaneacetate
100



3-(1,3-benzodioxol-5-yl)-2-methylpropanal
20



HYDROXYCITRONELLAL SYNTH P
25



FAB



INDOLE @ 1% DIPG
5



7-acetyl, 1,2,3,4,5,6,7,8-octahydro-1,1,6,7-
35



tetramethyl naphthalene



JASMIN PAYS FIR ABSOLUE @ 10%
3



DIPG



6-[(E)-pent-2-enyl]oxan-2-one @10% DIPG
14



LEMON OIL SFUMA PRIMOFIORE
10



3-(4-tert-butylphenyl)butanal
40



MANDARIN INCOL DM
15



METHYL ANTHRANILATE DIST @1%
4



DIPG



methyl 2,4-dihydroxy-3,6-dimethylbenzoate
3



@10 DIPG



TAGETES OIL @10% DIPG
2



5-heptyloxolan-2-one
5



(E)-4-methyldec-3-en-5-ol
6



2,4-dimethylcyclohex-3-ene-1-carbaldehyde
4



@10% DIPG





500

















TABLE 2







Test Attention Modulation Fragrance “HAF A2”:










Ingredient Name
Parts














Naphtho[2,1-b]furan, dodecahydro-3a,6,6,9a-
15



tetramethyl-, [3aR-(3a.alpha.,5a.beta.,



9a.alpha.,9b.beta)] @10% DIPG



Benzyl Acetate
5



Ethoxymethyl-cyclododecyl ether
10



3-(4-tert-butylphenyl)propanal
5



(Z)-3-Methyl-2-(2-pentenyl)-2-cyclopenten-
1



1-one



3,7-dimethyl-2,6-octadienal @ 10% DIPG
3



3,7-dimethyloct-6-enyl acetate
10



1-(2,6,6-trimethyl-1-cyclohex-2-enyl)but-3-
3



en-1-one @ 10% DIPG



(E)-1-(2,6,6-trimethyl-1-cyclohexa-1,3-
3



dienyl)but-2-en-1-one @10% DIPG



5-hexyloxolan-2-one
2



(6E)-3,7-dimethylnona-1,6-dien-3-ol
35



ETHYL PRANILE @10% DIPG
5



1,4-dioxacycloheptadecane-5,17-dione
50



1,3,4,6,7,8-hexahydro-4,6,6,7,8,8-
50



hexamethylcyclopenta(g)-2-benzopyran 70



MIP EXTRA



(Z)-3,7-Dimethyl-2,6-octadien-1-ol
7



GRAPEFRUIT OIL
10



methyl 3-oxo-2-pentylcyclopentaneacetate
100



3-(1,3-benzodioxol-5-yl)-2-methylpropanal
20



HYDROXYCITRONELLAL SYNTH P
38



FAB



INDOLE @ 1% DIPG
5



7-acetyl, 1,2,3,4,5,6,7,8-octahydro-1,1,6,7-
35



tetramethyl naphthalene



JASMIN PAYS FIR ABSOLUE @ 10%
3



DIPG



6-[(E)-pent-2-enyl]oxan-2-one @10% DIPG
14



LEMON OIL SFUMA PRIMOFIORE
10



3-(4-tert-butylphenyl)butanal
40



MANDARIN INCOL DM
15



METHYL ANTHRANILATE DIST @1%
4



DIPG



methyl 2,4-dihydroxy-3,6-dimethylbenzoate
3



@10 DIPG



TAGETES OIL @10% DIPG
2



5-heptyloxolan-2-one
5



(E)-4-methyldec-3-en-5-ol
6



VANILLIN NAT NFB LC @10% DIPG
2



2,4-dimethylcyclohex-3-ene-1-carbaldehyde
4



@10% DIPG





520

















TABLE 3







Reference Fragrance “HAF 1”:










Ingredient Name
Parts














Ambrettolide
5



3a,6,6,9a-tetramethyl-2,4,5,5a,7,8,9,9b-
10



octahydro-1H-benzo[e][1]benzofuran



Benzyl Salicylate
40



Ethoxymethyl-cyclododecyl ether
20



Dartanol
15



1,4-dioxacycloheptadecane-5,17-dione
77



Firsantol
10



1,3,4,6,7,8-hexahydro-4,6,6,7,8,8-
120



hexamethylcyclopenta(g)-2-benzopyran 70



MIP EXTRA



methyl 3-oxo-2-pentylcyclopentaneacetate
80



Hydroxycitronellal Synth P FAB
30



Indole @ 10% DIPG
2



7-acetyl, 1,2,3,4,5,6,7,8-octahydro-1,1,6,7-
180



tetramethyl naphthalene



Jasmin Sambac Fir absolue @ 10% DIPG
5



5-Ethyl-5-phenylhydantoin
10



Pipol Salicylate
10



(E)-3,3-dimethyl-5-(2,2,3-trimethyl-3-
25



cyclopenten-1-yl)-4-penten-2-ol



3-methyl-5-(2,2,3-trimethyl-1-cyclopent-3-
30



enyl)pentan-2-ol



1-(2,6,10-TRIMETHYL-1(2),5,9-
30



CYCLODODECATRIEN-1-YL)-1-



ETHANONE + 1-(6,10-DIMETHYL-2-



METHYLENE-5,9-..)-1-E . . .



5-heptyloxol an-2-one
1




700










The fine fragrances were applied to glass slides, which were maintained at 32 degrees Celsius. The olfactive profile and perceived global intensity of the fragrances were evaluated at 15 min, 1 hour, 2 hours, 4 hours, and 6 hours after application to the glass surfaces, by randomly presenting the slides.


The panelists were asked to describe the olfactive profile by selecting the three most dominant descriptors (out of 7 presented: Green, Citrus, Fruity, Floral, Woody, Musk, Sweet/Gourmand). Panelists were also able to mention when they perceived nothing (i.e., were not able to describe the olfactive profile).


The panelists were asked to rate the perceived global intensity of the fragrances at 15 min, 1 hour, 2 hours, 4 hours, and 6 hours after application to the glass surfaces, by randomly presenting the slides.


Adaptation was determined by applying the fragrance to a cellulose pad, and presenting the fragrance to the panelist for two minutes before the glass slides were presented again to the panelists.


The Reference Fine Fragrance:


Referring to FIG. 5, the olfactive profile did not appear to change over time, wherein the panelists reported a Floral, Musk, and Woody profile at all time points. The horizontal line depicts the limit of a random selection of the terms. 46% of the panelists reported no change in olfactive profile, whilst 46% of the panelists reported 2 to 4 changes in olfactive profile, and none of the panelists reported a maximum of 4 changes in olfactive profile.


Referring to FIG. 6, the perception of the reference fine fragrance declined significantly following a two minute exposure to the fragrance. Before exposure, 65% of the selected terms were above chance, compared to 15% after exposure.


The Attention Modulation Fragrance “HAF A”:


Referring to FIG. 7, the olfactive profile changed or switched, wherein the panelists reported a Citrus/Green profile at 15 min, a Floral/Fruity profile at 1 to 4 hours, and a Floral/Fruity/Citrus/Sweet profile at 6 hours. The horizontal line depicts the limit of a random selection of the terms. Only 18% of the panelists reported no change in olfactive profile, whilst 73% of the panelists reported 2 to 4 changes in olfactive profile, and 23% of the panelists reported a maximum of 4 changes in olfactive profile.


Referring to FIG. 8, the perception of the attention modulation fine fragrance did not decline as much, compared to the decline observed with the reference fragrance following a two minute exposure to the fragrance. After exposure, 38% of the selected terms were above chance compared to only 15% for the reference fragrance.


The Attention Modulation Fragrance “HAF A2”:


Referring to FIG. 9, the olfactive profile changed or switched, wherein the panelists reported a Citrus/Floral/Fruity/Green profile at 15 min, and a Floral/Fruity/Sweet profile at 1 to 6 hours. The horizontal line depicts the limit of a random selection of the terms. Only 9% of the panelists reported no change in olfactive profile, whilst 82% of the panelists reported 2 to 4 changes in olfactive profile, and 34% of the panelists reported a maximum of 4 changes in olfactive profile.


Referring to FIG. 10, the perception of the attention modulation fine fragrance did not decline as much, compared to the decline observed with the reference fragrance following a two minute exposure to the fragrance. After exposure, 51% of the selected terms were above chance compared to only 15% for the reference fragrance.



FIG. 11 shows the effect of adaptation on the percent intensity decrease of perception following adaptation of the reference and two test fragrances. A greater decrease in intensity following adaptation was observed in the reference fragrance, particularly at 2 and 4 hours.


Taken together, these data suggest that the olfactive profiles of perfume compositions according to some aspects presented herein change more over time, compared to a reference composition. Additionally, less adaptation is observed by subjects for perfume compositions according to some aspects presented herein change more over time, compared to a reference composition. Finally, the perfume compositions according to some aspects presented herein are more long lasting than reference compositions, as evidenced by a lower decrease in perceived intensity after a 2 minute adaptation.









TABLE 4







Perfuming Compounds Having a Watery Note

















Log P








(n-




Molecular
Volatility
octanol/
Odor Threshold
Odor


Type
Name
Weight
(μg/l air)
water)
(μg/l air)
Value
















TOP
(+−)-2,6-
140
1889.68
3.15
2.11E−04
8.96E+06



DIMETHYL-5-



HEPTENAL


TOP
(2E,6Z)-2,6-
138
632.43
2.56
1.46E−04
4.34E+06



NONADIENAL″


TOP
(2E,6Z)-2,6-
138
632.43
2.56
1.46E−04
4.34E+06



NONADIENAL″


TOP
METHYL 2-
154
472.01
2.90
8.31E−04
5.68E+05



OCTYNOATE″


TOP
DECANAL″
156
466.56
3.99
1.92E−03
2.43E+05


TOP
(+−)-2-
170
297.74
3.73
9.00E−04
3.31E+05



methyldecanal″


TOP
undecanal
170
178.29
4.56
1.65E−03
1.08E+05


TOP
DODECANAL
184
144.79
4.94
9.90E−04
1.46E+05


TOP
10-undecenal
168
136.73
3.93
3.15E−03
4.34E+04


TOP
10-undecenal (A) +
168
131.95
4.26
3.77E−05
3.50E+06



(9E)-9-



undecenal (B) +



(9Z)-9-undecenal



(C)


TOP
8-ISOPROPYL-
192
131.02
3.81
7.11E−05
1.84E+06



6-METHYL-



BICYCLO[2.2.2]OCT-



5-ENE-2-



CARBALDEHYDE


TOP
(2Z)-3,7-
196
123.21
3.81
6.02E−02
2.05E+03



dimethyl-2,6-



octadien-1-yl



acetate


middle
(2E,6Z)-2,6-
140
98.76
2.68
3.22E−06
3.07E+07



NONADIEN-1-



OL


middle
METHYL 2-
168
91.76
3.51
1.60E−03
5.74E+04



NONYNOATE


middle
7-methyl-2H-1,5-
142
89.26
3.40
5.05E−04
1.77E+05



benzodioxepin-



3(4H)-one


middle
(+−)-
172
79.79
2.22
1.35E−02
5.91E+03



TETRAHYDRO-



2-ISOBUTYL-4-



METHYL-4(2H)-



PYRANOL


middle
(+−)-2-
184
75.55
5.01
7.24E−05
1.04E+06



methylundecanal


middle
(2R)-2-methyl-4-
206
63.49
4.25
2.22E−03
2.86E+04



[(1R)-2,2,3-



trimethyl-3-



cyclopenten-1-



yl]-4-pentenal (A) +



(2S)-2-methyl-



4-[(1R)-2,2,3-



trimethyl-3-



cyclopenten-1-



yl]-4-pentenal (B)


middle
7-methyl-2H-1,5-
178
56.74
1.61
3.20E−06
1.77E+07



benzodioxepin-



3(4H)-one


middle
7-ISOPROPYL-
178
56.74
1.61
3.20E−06
1.77E+07



2H,4H-1,5-



BENZODIOXEPIN-



3-ONE


middle
DODECANENITRILE
178
56.74
1.61
3.20E−06
1.77E+07


bottom
3-(4-
190
48.69
3.56
5.33E−03
9.14E+03



ETHYLPHENYL)-



2,2-



DIMETHYLPROPANAL



(A) + 3-



(2-



ETHYLPHENYL)-



2,2-



DIMETHYLPROPANAL



(B)


bottom
7-methyl-2H-1,5-
190
32.27
3.53
6.05E−05
5.33E+05



benzodioxepin-



3(4H)-one


bottom
(+−)-1-METHYL-
206
26.54
5.14
2.72E−02
9.76E+02



4-(4-METHYL-3-



PENTENYL)-3-



CYCLOHEXENE-



1-



CARBALDEHYDE


bottom
(+−)-3-(4-
190
24.85
3.59
3.00E−03
8.28E+03



isopropylphenyl)-



2-methylpropanal


bottom
(+−)-3-(4-methyl-
192
21.54
4.11
3.68E−03
5.85E+03



3-penten-1-yl)-3-



cyclohexene-1-



carbaldehyde (A) +



(+−)-4-(4-



methyl-3-penten-



1-yl)-3-



cyclohexene-1-



carbaldehyde (B)


bottom
(+−)-3-(4-
178
18.99
2.80
9.79E−03
1.94E+03



methoxyphenyl)-



2-methylpropanal


bottom
(+−)-2,6,10-
210
18.23
5.20
1.59E−02
1.15E+03



TRIMETHYL-9-



UNDECENAL


bottom
1,5,9-
238
14.74
5.28
3.28E−04
4.49E+04



TRIMETHYL-



4,8-



DECADIENYL



ACETATE


bottom
(+−)-3-(3-
194
14.74
2.01
7.71E−04
1.91E+04



ISOPROPYL-1-



PHENYL)BUTANAL


bottom
3-(3,3-dimethyl-
206
13.73
2.58
1.32E−05
1.04E+06



2,3-dihydro-1H-



inden-5-



yl)propanal (A) +



3-(1,1-dimethyl-



2,3-dihydro-1H-



inden-5-



yl)propanal (B)


bottom
3-(3,3-dimethyl-
181
13.68
4.63
4.00E−03
3.42E+03



2,3-dihydro-1H-



inden-5-



yl)propanal (A) +



3-(1,1-dimethyl-



2,3-dihydro-1H-



inden-4-



yl)propanal (B) +



3-(1,1-dimethyl-



2,3-dihydro-1H-



inden-5-



yl)propanal (C)


bottom
(+−)-2-methyl-3-
204
12.86
3.90
2.39E−04
5.38E+04



[4-(2-methyl-2-



propanyl)phenyl]propanal


bottom
(+−)-7-hydroxy-
172
12.81
2.00
6.98E−03
1.84E+03



3,7-



dimethyloctanal


bottom
CYCLOSIA
172
10.34
2.00
6.98E−03
1.48E+03



BASE



(POLYMER)



(MAIN CPD = 7-



HYDROXY-3,7-



DIMETHYLOCTANAL)


bottom
(Z)-6-NONEN-1-
202
6.91
3.44
6.10E−04
1.13E+04



OL


bottom
(1S,4S,9S,10R,13R)-
278
6.77
4.59
4.36E−04
1.55E+04



5,5,9,13-



tetramethyl-



14,16-



dioxatetracyclo[11.2.1.0~1,



10~.0~4,



9~]hexadecane



(A) +



(1R,4S,9S,10R,13S)-



5,5,9,13-



tetramethyl-



14,16-



dioxatetracyclo[11.2.1.0~1,



10~.0~4,



9~]hexadecane



(B)


bottom
8(9)-METHOXY-
193
5.87
5.00
4.02E−05
1.46E+05



TRICYCLO[5.2.1.0(2,



6)]DECANE-



3(4)-



CARBALDEHYDE


bottom
(+−)-2,5-
176
4.86
3.12
1.28E−04
3.79E+04



DIMETHYL-2-



INDANMETHANOL


bottom
7-PROPYL-
206
4.85
2.79
6.43E−05
7.54E+04



2H,4H-1,5-



BENZODIOXEPIN-



3-ONE


bottom
7-(2-methyl-2-
220
4.37
2.97
1.53E−04
2.85E+04



propanyl)-2H-



1,5-



benzodioxepin-



3(4H)-one


bottom
(+−)-3-(1,3-
192
3.57
1.28
2.23E−04
1.60E+04



BENZODIOXOL-



5-YL)-2-



METHYLPROPANAL


bottom
METHYL 2,4-
196
1.52
2.30
4.89E−06
3.11E+05



DIHYDROXY-



3,6-



DIMETHYLBENZOATE


bottom
(+−)-3-(4-
210
0.70
2.19
8.81E−05
7.92E+03



hydroxy-4-



methylpentyl)-3-



cyclohexene-1-



carbaldehyde (A) +



(+−)-4-(4-



hydroxy-4-



methylpentyl)-3-



cyclohexene-1-



carbaldehyde (B)
















TABLE 5







Perfuming Compounds Having a Green Note

















Log P








(n-




Molecular
Volatility
octanol/
Odor Threshold
Odor


Type
Name
Weight
(μg/l air)
water)
(μg/l air)
Value
















Top
ETHYL
116
142519.74
2.03
3.68E−04
3.87E+08



BUTANOATE


Top
(+−)-ethyl 2-
130
83769.16
2.58
1.26E−04
6.67E+08



methylbutanoate


Top
hexanal
100
68294.85
2.00
1.76E−03
3.88E+07


Top
3-
130
51307.81
2.65
5.92E−02
8.67E+05



METHYLBUTYL



ACETATE (A) +



(+−)-2-



METHYLBUTYL



ACETATE (B)


Top
(+−)-ETHYL 2-
144
35090.18
3.05
3.84E−05
9.14E+08



METHYLPENTANOATE


Top
(−)-(1S)-2,6,6-
136
33722.60
5.43
1.02E−01
3.31E+05



TRIMETHYL-



BICYCLO[3.1.1]HEPT-



2-ENE


Top
beta-PINENE
136
33722.60
5.43
1.02E−01
3.31E+05



89% (A) + alpha-



PINENE 11% (B)


Top
(2E)-2-
98
33708.26
1.62
2.53E−03
1.33E+07



HEXENAL


Top
(+−)-3-
88
33382.87
−1.03
1.46E−02
2.28E+06



HYDROXY-2-



BUTANONE


Top
3-methyl-2-buten-
128
27705.98
2.19
5.58E−02
4.97E+05



1-yl acetate


Top
METHYL
130
23345.90
2.65
8.43E−02
2.77E+05



HEXANOATE


Top
(+−)-2-ethenyl-
154
23116.66
3.59
1.64E−01
1.41E+05



2,6,6-



trimethyltetrahydro-



2H-pyran


Top
HEPTANAL
114
22184.00
2.15
2.03E−03
1.09E+07


Top
1-BUTANOL
74
17700.00
0.88
8.70E−02
2.03E+05


Top
1,1-DIETHOXY-
226
16590.69
4.59
3.57E−03
4.65E+06



3,7-DIMETHYL-



2,6-OCTADIENE


Top
(+−)-3,5,5-
142
12045.92
3.02
9.37E−03
1.29E+06



TRIMETHYLHEXANAL


Top
(Z)-3-HEXENYL
128
9873.53
2.17
2.11E−03
4.68E+06



FORMATE


Top
ETHYL
145
9675.10
3.12
9.11E−04
1.06E+07



HEXANOATE


Top
BENZALDEHYDE
106
8207.00
1.33
4.26E−02
1.93E+05


Top
(1R,5R)-4,7,7-
168
6351.47
4.48
7.99E−05
7.95E+07



trimethyl-6-



thiabicyclo[3.2.1]oct-



3-ene (A) +



(1R,4R,5R)-4,7,7-



trimethyl-6-



thiabicyclo[3.2.1]octane



(B)


Top
(E)-2-HEXENYL
142
6062.68
2.59
2.08E−01
2.92E+04



ACETATE


Top
(Z)-3-HEXEN-1-
100
5986.62
1.65
1.13E−02
5.30E+05



OL


Top
6-METHYL-5-
126
5775.94
2.05
1.06E−01
5.45E+04



HEPTEN-2-ONE


Top
1-ISOBUTYL-3-
186
5265.61
4.19
1.62E+00
3.24E+03



METHYLBUTYL



ACETATE


Top
OCTANAL
128
4147.61
2.94
2.77E−04
1.50E+07


Top
(2Z)-3-methyl-2-
156
4131.05
3.11
2.73E−02
1.51E+05



hexen-1-yl



acetate (A) +



(2E)-3-methyl-2-



hexen-1-yl



acetate (B)


Top
(1RS,6RS)-3,6-
138
3770.43
2.24
2.69E−04
1.40E+07



dimethyl-3-



cyclohexene-1-



carbaldehyde (A) +



(1RS,6RS)-4,6-



dimethyl-3-



cyclohexene-1-



carbaldehyde (B) +



(1RS,6SR)-4,6-



dimethyl-3-



cyclohexene-1-



carbaldehyde (C)


Top
(E)-2-HEXEN-1-
100
3752.17
1.73
1.29E−01
2.92E+04



OL


Top
3,7-DIMETHYL-
136
3480.57
4.91
2.57E−02
1.35E+05



1,3,6-



OCTATRIENE


Top
(Z)-3-HEXENYL
142
3398.34
2.62
1.00E−02
3.40E+05



ACETATE


Top
(+−)-1-octen-3-ol
128
3030.11
2.33
1.77E−03
1.71E+06


Top
ETHYL 3-
130
2885.67
0.35
5.83E−02
4.95E+04



OXOBUTANOATE



(A) <=> (2Z)-



ETHYL 3-



HYDROXY-2-



BUTENOATE



(B)


Top
nonanal
142
2777.63
3.42
8.14E−03
3.41E+05


Top
DIBUTYL
146
2766.10
4.86
2.34E−02
1.18E+05



SULFIDE


Top
(3Z)-1-[(2E)-2-
154
2673.47
3.77
2.05E−02
1.31E+05



buten-1-yloxy]-3-



hexene (A) +



(3Z)-1-[(2Z)-2-



buten-1-yloxy]-3-



hexene (B)


Top
(+−)-1-
148
2534.77
3.06
1.92E−07
1.32E+10



METHOXY-3-



HEXANETHIOL


Top
TETRAHYDRO-
154
2483.93
3.49
8.77E−04
2.83E+06



4-METHYL-2-(2-



METHYL-1-



PROPENYL)-



2H-PYRAN


Top
(+−)-
154
2483.93
3.49
8.77E−04
2.83E+06



TETRAHYDRO-



4-METHYL-2-(2-



METHYL-1-



PROPENYL)-



2H-PYRAN (A) +



3,6-DIHYDRO-



4-METHYL-2-(2-



METH-.(B)


Top
(Z)-6-NONENAL
140
2431.73
2.88
2.91E−05
8.36E+07


Top
HEXYL
144
2316.04
3.09
1.32E−01
1.75E+04



ACETATE


Top
(+−)-ETHYL 3-
158
2276.17
1.96
5.06E−04
4.50E+06



METHYL-2-



OXOPENTANOATE


Top
1-hexanol
102
2070.00
2.20
1.17E−01
1.77E+04


Top
(+−)-METHYL
182
2010.91
3.16
1.06E−02
1.90E+05



2,6,6-



TRIMETHYL-2-



CYCLOHEXENE-



1-



CARBOXYLATE


Top
3,5,6-
152
1951.74
3.23
6.17E−03
3.16E+05



TRIMETHYL-3-



CYCLOHEXENE-



1-



CARBALDEHYDE



(A) + 2,4,6-



TRIMETHYL-3-



CYCLOHEXENE-



1-



CARBALDEHYDE



(B)


Top
(2-
164
1714.82
3.15
1.65E−03
1.04E+06



ISOPROPOXYETHYL)BENZENE


Top
(3Z)-3-hexen-1-yl
170
1674.15
3.59
7.85E−02
2.13E+04



butyrate


Top
hexyl 2-
172
1661.18
4.31
7.15E−01
2.32E+03



methylpropanoate


Top
PYRAZOBUTYLE
166
1617.21
2.88
7.20E−07
2.25E+09


Top
(3Z)-hex-3-en-1-
158
1506.33
2.97
4.58E−02
3.29E+04



yl methyl



carbonate


Top
BENZYL
136
1339.53
1.76
3.23E−01
4.15E+03



FORMATE


Top
(3E,5Z)-1,3,5-
150
1247.28
5.68
3.76E−05
3.32E+07



UNDECATRIENE


Top
(2-
136
1239.07
2.33
6.32E−04
1.96E+06



METHOXYETHYL)BENZENE


Top
ALLYL
170
1235.24
4.16
1.75E−02
7.06E+04



HEPTANOATE


Top
(+−)-1-(3,3-
154
1214.93
2.99
1.44E−02
8.44E+04



dimethylcyclohexyl)ethanone



(A) +



(+−)-2,6,6-



trimethylcycloheptanone



(B)


Top
(2RS,4SR)-2-
160
1113.06
3.11
1.47E−03
7.57E+05



methyl-4-propyl-



1,3-oxathiane (A) +



(2RS,4RS)-2-



methyl-4-propyl-



1,3-oxathiane (B)


Top
(Z)-3-HEXENYL
170
1073.97
3.57
4.54E−02
2.36E+04



ISOBUTYRATE


Top
(+)-(R)-4-(2-
168
993.39
4.59
1.99E−01
5.00E+03



methoxypropan-



2-yl)-1-



methylcyclohex-



1-ene


Top
(3Z)-1,3-
148
990.87
5.11
3.32E−03
2.98E+05



undecadien-5-yne



(A) + (3E)-1,3-



undecadien-5-yne



(B)


Top
(+−)-(Z)-3-
184
833.05
3.84
1.96E−02
4.24E+04



HEXENYL 2-



METHYLBUTANOATE


Top
ethyl octanoate
172
800.05
4.20
5.30E−03
1.51E+05


Top
2-METHYL-3-
129
687.75
2.08
4.81E−04
1.43E+06



HEXANONE



OXIME


Top
(2E,6Z)-2,6-
138
632.43
2.56
1.46E−04
4.34E+06



NONADIENAL


Top
(Z)-4-DECENAL
154
629.54
1.11
3.78E−05
1.67E+07


Top
(+−)-(3-methoxy-
164
587.76
3.57
1.51E−02
3.89E+04



2-



methylpropyl)benzene


Top
2-
150
567.67
1.90
8.34E−04
6.81E+05



PHENYLETHYL



FORMATE


Top
ETHYL 2-
174
479.20
1.12
1.62E−03
2.95E+05



METHYL-1,3-



DIOXOLANE-2-



ACETATE


Top
METHYL 2-
154
472.01
2.90
8.31E−04
5.68E+05



OCTYNOATE


Top
(2,2-
166
456.97
2.10
4.55E−02
1.00E+04



DIMETHOXYETHYL)BENZENE


Top
2-
200
450.33
5.13
2.41E−01
1.87E+03



METHYLPENTYL



2-



METHYLPENTANOATE


Top
(+−)-3,7-
158
421.15
3.78
3.45E−03
1.22E+05



DIMETHYL-3-



OCTANOL


Top
(+−)-3-
176
421.09
2.64
2.72E−06
1.55E+08



mercaptohexyl



acetate


Top
3-(4,4-dimethyl-
166
417.92
3.30
2.06E−03
2.03E+05



1-cyclohexen-1-



yl)propanal


Top
(1RS,2RS)-2-(2-
198
402.03
4.40
2.12E−02
1.90E+04



methyl-2-



propanyl)cyclohexyl



acetate (A) +



(1RS,2SR)-2-(2-



methyl-2-



propanyl)cyclohexyl



acetate (B)


Top
1,1-
180
376.94
2.50
1.42E−02
2.65E+04



DIMETHOXY-2-



PHENYLPROPANE


Top
(+−)-1,5-
196
339.21
4.04
7.40E−02
4.58E+03



DIMETHYL-1-



VINYL-4-



HEXENYL



ACETATE


Top
(+−)-1,5-
196
339.21
4.04
7.40E−02
4.58E+03



DIMETHYL-1-



VINYL-4-



HEXENYL



ACETATE (A) +



1-P-MENTHEN-



8-YL ACETATE



(B)


Top
(+−)-
182
330.48
3.92
5.32E−06
6.21E+07



PERHYDRO-



4alpha,8Abeta-



DIMETHYL-4A-



NAPHTHALENOL


Top
(+−)-3,7-
184
322.28
3.79
5.28E−04
6.10E+05



dimethyl-6-octen-



1-yl formate (A) +



(2E)-3,7-



dimethyl-2,6-



octadien-1-yl



formate (B)


Top
(+−)-ethyl 2-
184
295.22
2.15
3.64E−03
8.10E+04



acetyl-4-methyl-



4-pentenoate


Top
(+−)-(4Z)-4-
184
278.83
3.02
3.69E−04
7.56E+05



cycloocten-1-yl



methyl carbonate


Top
methyl (2E)-2-
170
264.84
4.05
5.84E−02
4.53E+03



nonenoate


Top
(+−)-2,4-
176
263.73
3.02
5.04E−04
5.23E+05



dimethyl-4-



phenyltetrahydrofuran


Top
(+−)-3,7-
184
262.84
4.16
1.72E−03
1.53E+05



DIMETHYL-6-



OCTENYL



FORMATE


Top
ALLYL (3-
186
261.90
2.79
9.89E−05
2.65E+06



METHYLBUTOXY)ACETATE



(A) + (+−)-



ALLYL (2-



METHYLBUTOXY)ACETATE



(B)


Top
hexyl (2E)-2-
184
256.81
4.80
1.16E−02
2.22E+04



methyl-2-



butenoate


Top
(2RS,5SR)-6-
206
252.44
5.07
7.71E−03
3.27E+04



ethyl-2,10,10-



trimethyl-1-



oxaspiro[4.5]deca-



3,6-diene (A) +



(2RS,5RS)-6-



ethyl-2,10,10-



trimethyl-1-



oxaspiro[4.5]deca-



3,6-diene (B)


Top
(+−)-3-
148
227.83
2.34
3.89E−04
5.86E+05



PHENYLBUTANAL


Top
(3Z)-3-hexen-1-yl
196
210.68
4.22
5.17E−02
4.08E+03



(3Z)-3-hexenoate


Top
(Z)-3,7-
152
202.66
2.68
4.12E−03
4.92E+04



DIMETHYL-2,6-



OCTADIENAL



(A) + (E)-3,7-



DIMETHYL-2,6-



OCTADIENAL



(B)


Top
HEXANOIC
116
197.90
1.92
1.82E−02
1.09E+04



ACID


Top
2-METHOXY-3-
194
195.24
4.27
1.18E−07
1.65E+09



(4-



METHYLPENTYL)PYRAZINE


Top
2-METHOXY-4-
172
189.74
2.60
2.85E−02
6.66E+03



PROPYL-1-



CYCLOHEXANOL


Top
(+−)-CIS-
188
189.16
3.95
1.73E−05
1.09E+07



TETRAHYDRO-



METHYL-4-



METHYLENE-6-



PHENYL-2H-



PYRAN (A) + (+−)-



CIS-3,6-



DIHYDRO-4,6-



DIMETHYL-2-



PHENYL-2H-



PYRAN (B) + (+−)-



CIS-3,6-



DIHYDRO-2,4-



DIMETHYL-6-



PHENYL-2H-



PYRAN (C)


Top
4-PHENYL-2-
148
176.55
1.79
2.22E−04
7.95E+05



BUTANONE


Top
(3Z)-3-hexen-1-yl
182
168.78
3.96
9.92E−03
1.70E+04



(2E)-2-methyl-2-



butenoate


Top
10-undecenal (A) +
168
167.56
4.20
3.56E−04
4.71E+05



9-undecenal (B)


Top
(1R,4R)-8-
186
155.12
2.99
3.43E−05
4.52E+06



MERCAPTO-3-



P-



MENTHANONE


Top
(+−)-2-phenyl-1-
136
142.19
1.74
3.62E−02
3.93E+03



propanol


Top
(+)-(3S)-3-[(1R)-
166
134.08
3.51
1.11E−03
1.21E+05



4-methyl-3-



cyclohexen-1-



yl]butanal (A) +



(+)-(3R)-3-[(1R)-



4-methyl-3-



cyclohexen-1-



yl]butanal


Top
8-ISOPROPYL-
192
131.02
3.81
7.11E−05
1.84E+06



6-METHYL-



BICYCLO[2.2.2]OCT-



5-ENE-2-



CARBALDEHYDE


Top
5-METHYL-3-
143
128.04
2.45
8.80E−03
1.45E+04



HEPTANONE



OXIME


Top
BENZYL
164
113.60
2.35
2.81E−02
4.04E+03



PROPANOATE


Top
ETHYL
208
111.67
4.32
6.87E−05
1.63E+06



TRICYCLO[5.2.1.0.(2,



6)]DECANE-



2-



CARBOXYLATE


Top
(+−)-(2E)-1-
192
110.53
3.65
1.04E−04
1.06E+06



(2,6,6-trimethyl-



2-cyclohexen-1-



yl)-2-buten-1-one


Middle
(1RS,2RS,7SR,8SR)-
162
99.95
2.53
1.23E−02
8.13E+03



tricyclo[6.2.1.0~2,



7~]undec-9-en-3-



one (A) +



(1RS,2SR,7RS,8SR)-



tricyclo[6.2.1.0~2,



7~]undec-9-en-3-



one (B)


Middle
(2E,6Z)-2,6-
140
98.76
2.68
3.22E−06
3.07E+07



NONADIEN-1-



OL


Middle
4-
135
98.47
1.56
1.81E−05
5.44E+06



METHOXYBENZALDEHYDE


Middle
4-
136
98.47
1.56
1.81E−05
5.44E+06



METHOXYBENZALDEHYDE


Middle
METHYL 2-
168
91.76
3.51
1.60E−03
5.74E+04



NONYNOATE


Middle
(4-
150
89.41
1.99
6.46E−05
1.38E+06



METHYLPHENOXY)ACETALDEHYDE


Middle
7-methyl-2H-1,5-
142
89.26
3.40
5.05E−04
1.77E+05



benzodioxepin-



3(4H)-one


Middle
(E)-3,7-
196
85.23
3.99
3.57E−02
2.39E+03



DIMETHYL-2,6-



OCTADIENYL



ACETATE (A) +



3,7-DIMETHYL-



6-OCTENYL



ACETATE (B)


Middle
GERANYL
196
85.23
3.99
3.57E−02
2.39E+03



ACETATE (A) +



NERYL



ACETATE (B)


Middle
(E)-3,7-
196
79.23
3.99
3.57E−02
2.22E+03



DIMETHYL-2,6-



OCTADIENYL



ACETATE


Middle
3,7-DIMETHYL-
163
78.89
3.17
3.10E−04
2.55E+05



2,6-



NONADIENENITRILE



(A) + 3,7-



DIMETHYL-3,6-



NONADIENENITRILE



(B)


Middle
ALLYL 3-
196
75.80
4.51
7.96E−03
9.53E+03



CYCLOHEXYLPROPANOATE


Middle
(+−)-4-methylene-
174
70.50
3.33
6.64E−06
1.06E+07



2-



phenyltetrahydro-



2H-pyran (A) +



(+−)-4-methyl-6-



phenyl-3,6-



dihydro-2H-pyran



(B) + (+−)-4-



methyl-2-phenyl-



3,6-dihydro-2H-



pyran (C)


Middle
(+−)-(3E)-4-
192
68.11
4.06
5.30E−04
1.29E+05



(2,6,6-trimethyl-



2-cyclohexen-1-



yl)-3-buten-2-one


Middle
(+−)-(E)-4-
170
64.15
3.63
6.78E−04
9.46E+04



METHYL-3-



DECEN-5-OL


Middle
6(8)-
171
60.10
3.44
1.24E−04
4.84E+05



ISOPROPYLQUINOLINE


Middle
1-PHENYL-2-(1-
208
59.63
3.58
1.52E−03
3.93E+04



PROPOXYETHOXY)ETHANE


Middle
(+−)-1,3-
220
50.65
3.02
1.06E−02
4.77E+03



DIMETHYL-3-



PHENYLBUTYL



ACETATE


Middle
1-(4-
150
50.21
1.76
1.41E−04
3.57E+05



METHOXYPHENYL)-



1-



ETHANONE”


Bottom
(+−)-
208
48.90
5.24
8.15E−04
6.00E+04



(1S,4aR,8S,8aR)-



2,2,6,8-



tetramethyl-



1,2,3,4,4a,5,8,8a-



octahydro-1-



naphthalenol


Bottom
1-(3,3-dimethyl-
192
47.01
3.89
1.64E−06
2.87E+07



1-cyclohexen-1-



yl)-4-penten-1-



one (A) + 1-(5,5-



dimethyl-1-



cyclohexen-1-yl)-



4-penten-1-one



(B)


Bottom
ALLYL
198
47.01
2.62
4.66E−05
1.01E+06



(CYCLOHEXYLOXY)ACETATE


Bottom
1-(5,5-dimethyl-
192
38.43
3.89
1.64E−06
2.34E+07



1-cyclohexen-1-



yl)-4-penten-1-



one


Bottom
ethyl (2E,4Z)-2,4-
196
36.76
4.69
3.07E−04
1.20E+05



decadienoate


Bottom
(+−)-3,4′-
204
36.76
4.58
9.93E−04
3.70E+04



dimethylspiro[oxirane-



2,9′-



tricyclo[6.2.1.0~2,



7~]undec[4]ene


Bottom
(−)-(S)-1,8-P-
152
33.78
2.68
2.07E−02
1.63E+03



MENTHADIEN-



7-OL


Bottom
7-methyl-2H-1,5-
190
32.27
3.53
6.05E−05
5.33E+05



benzodioxepin-



3(4H)-one


Bottom
1-DECANOL
158
31.90
4.10
1.13E−02
2.83E+03


Bottom
2-BENZYL-
220
29.99
3.39
5.26E−02
5.70E+02



4,4,6-



TRIMETHYL-



1,3-DIOXANE


Bottom
ETHYL (2E)-
194
25.34
4.25
1.49E−02
1.70E+03



2,4,7-



DECATRIENOATE


Bottom
(2S,5R)-5-
169
22.29
2.81
5.52E−05
4.04E+05



methyl-2-(2-



propanyl)cyclohexanone



oxime


Bottom
(+−)-3-(4-
178
18.99
2.80
9.79E−03
1.94E+03



methoxyphenyl)-



2-methylpropanal


Bottom
(+−)-3-(3-
194
14.74
2.01
7.71E−04
1.91E+04



ISOPROPYL-1-



PHENYL)BUTANAL


Bottom
(1RS,2SR,8RS)-
236
11.75
5.51
1.51E−01
7.78E+01



2-(8-



ISOPROPYL-6-



METHYL-



BICYCLO[2.2.2]



OCT-5-EN-2-



YL)-1,3-



DIOXOLANE


Bottom
(3Z)-3-hexen-1-yl
204
11.05
4.21
4.37E−02
2.53E+02



benzoate


Bottom
2-phenoxyethyl
208
10.05
2.82
3.01E−02
3.34E+02



2-



methylpropanoate


Bottom
ALLYL
192
9.94
2.04
1.22E−03
8.13E+03



PHENOXYACETATE


Bottom
(+−)-8-sec-
185
8.73
4.06
1.93E−04
4.53E+04



butylquinoline



(A) + (+−)-6-sec-



butylquinoline



(B)


Bottom
diethyl cis-1,4-
228
8.51
2.65
2.87E−03
2.97E+03



cyclohexanedicarboxylate



(A) +



diethyl trans-1,4-



cyclohexanedicarboxylate



(B)


Bottom
(Z)-6-NONEN-1-
202
6.91
3.44
6.10E−04
1.13E+04



OL


Bottom
7-PROPYL-
206
4.85
2.79
6.43E−05
7.54E+04



2H,4H-1,5-



BENZODIOXEPIN-



3-ONE


Bottom
7-(2-methyl-2-
220
4.37
2.97
1.53E−04
2.85E+04



propanyl)-2H-



1,5-



benzodioxepin-



3(4H)-one


Bottom
(3Z)-3-hexen-1-yl
220
4.34
4.83
3.23E−04
1.34E+04



salicylate


Bottom
2-(3-
197
3.83
2.87
1.29E−06
2.98E+06



PHENYLPROPYL)PYRIDINE


Bottom
HEXYL 2-
222
3.82
5.55
5.50E−03
6.95E+02



HYDROXYBENZOATE


Bottom
(+−)-(1E)-1-
232
3.01
4.86
7.14E−03
4.22E+02



(2,6,6-trimethyl-



2-cyclohexen-1-



yl)-1,6-heptadien-



3-one (A) + (1E)-



1-(2,6,6-



trimethyl-1-



cyclohexen-1-yl)-



1,6-heptadien-3-



one (B)


Bottom
(2E)-2-
216
1.15
4.86
1.91E−03
6.01E+02



benzylideneoctanal


Bottom
CYCLOHEXYLIDENE(PHENYL)ACETONITRILE
197
0.96
3.24
3.31E−04
2.88E+03
















TABLE 6







Perfuming Compounds Having a Fruity Note

















Log P








(n-




Molecular
Volatility
octanol/
Odor Threshold
Odor


Type
Name
Weight
(μg/l air)
water)
(μg/l air)
Value
















TOP
ETHYL
88
404705.61
0.80
7.26E−01
5.58E+05



ACETATE


TOP
ETHYL
116
142519.74
2.03
3.68E−04
3.87E+08



BUTANOATE


TOP
ETHYL
116
132964.09
2.03
1.14E−04
1.17E+09



ISOBUTYRATE


TOP
BUTYL
116
117207.52
2.11
4.18E−01
2.80E+05



ACETATE


TOP
(+−)-ethyl 2-
130
83769.16
2.58
1.26E−04
6.67E+08



methylbutanoate


TOP
(+−)-ISOPROPYL
144
51367.63
2.85
8.42E−03
6.10E+06



2-



METHYLBUTANOATE


TOP
3-
130
51307.81
2.65
5.92E−02
8.67E+05



METHYLBUTYL



ACETATE (A) +



(+−)-2-



METHYLBUTYL



ACETATE (B)


TOP
(+−)-ETHYL 2-
144
35090.18
3.05
3.84E−05
9.14E+08



METHYLPENTANOATE


TOP
(2E)-2-
98
33708.26
1.62
2.53E−03
1.33E+07



HEXENAL


TOP
3-methyl-2-buten-
128
27705.98
2.19
5.58E−02
4.97E+05



1-yl acetate


TOP
2-HEPTANONE
114
26409.73
2.09
5.85E−02
4.52E+05


TOP
METHYL
130
23345.90
2.65
8.43E−02
2.77E+05



HEXANOATE


TOP
7-METHYL-3-
136
15094.56
5.33
4.12E−02
3.66E+05



METHYLENE-



1,6-OCTADIENE


TOP
5-METHYL-3-
128
14141.42
2.43
9.87E−02
1.43E+05



HEPTANONE


TOP
(+)-LIMONENE
136
10216.93
5.40
1.29E−01
7.92E+04


TOP
(+−)-4-methyl-4-
170
9902.98
3.57
2.26E−01
4.39E+04



penten-2-yl 2-



methylpropanoate


TOP
(Z)-3-HEXENYL
128
9873.53
2.17
2.11E−03
4.68E+06



FORMATE


TOP
ETHYL
144
9675.10
3.12
9.11E−04
1.06E+07



HEXANOATE


TOP
ETHYL
145
9675.10
3.12
9.11E−04
1.06E+07



HEXANOATE


TOP
3-OCTANONE
128
6787.60
2.56
4.53E−02
1.50E+05


TOP
(+−)-methyl 2-
158
6677.64
3.37
1.74E−01
3.84E+04



ethylhexanoate


TOP
2-OCTANONE
128
6639.71
2.60
5.37E−02
1.24E+05


TOP
(1R,5R)-4,7,7-
168
6351.47
4.48
7.99E−05
7.95E+07



trimethyl-6-



thiabicyclo[3.2.1]oct-



3-ene (A) +



(1R,4R,5R)-4,7,7-



trimethyl-6-



thiabicyclo[3.2.1]octane



(B)


TOP
(1R,5R)-4,7,7-
167
6351.47
4.48
7.99E−05
7.95E+07



trimethyl-6-



thiabicyclo[3.2.1]oct-



3-ene (A) +



(1R,4R,5R)-4,7,7-



trimethyl-6-



thiabicyclo[3.2.1]octane



(B)


TOP
(1R,5R)-4,7,7-
168
6351.47
4.48
7.99E−05
7.95E+07



trimethyl-6-



thiabicyclo[3.2.1]oct-



3-ene (A) +



(1R,4R,5R)-4,7,7-



trimethyl-6-



thiabicyclo[3.2.1]octane



(B)


TOP
(E)-2-HEXENYL
142
6062.68
2.59
2.08E−01
2.92E+04



ACETATE


TOP
6-METHYL-5-
126
5775.94
2.05
1.06E−01
5.45E+04



HEPTEN-2-ONE


TOP
1-ISOBUTYL-3-
186
5265.61
4.19
1.62E+00
3.24E+03



METHYLBUTYL



ACETATE


TOP
(+−)-2,6-
154
4203.89
3.12
2.78E−01
1.51E+04



DIMETHYL-7-



OCTEN-4-ONE


TOP
(2Z)-3-methyl-2-
156
4131.05
3.11
2.73E−02
1.51E+05



hexen-1-yl



acetate (A) +



(2E)-3-methyl-2-



hexen-1-yl



acetate (B)


TOP
3,7-DIMETHYL-
136
3480.57
4.91
2.57E−02
1.35E+05



1,3,6-



OCTATRIENE


TOP
ethyl heptanoate
158
3052.89
3.58
7.17E−03
4.26E+05


TOP
ETHYL 3-
130
2885.67
0.35
5.83E−02
4.95E+04



OXOBUTANOATE



(A) <=> (2Z)-



ETHYL 3-



HYDROXY-2-



BUTENOATE



(B)


TOP
heptyl acetate
158
2814.34
3.69
1.32E−01
2.14E+04


TOP
3-
158
2611.71
3.52
2.08E−01
1.26E+04



METHYLBUTYL



BUTANOATE



(A) + 2-



METHYLBUTYL



BUTANOATE



(B)


TOP
PENTYL
158
2611.71
3.52
2.08E−01
1.26E+04



BUTANOATE



(A) + 2-



METHYLBUTYL



BUTANOATE



(B)


TOP
PENTYL
159
2611.71
3.52
2.08E−01
1.26E+04



BUTANOATE



(A) + 2-



METHYLBUTYL



BUTANOATE



(B)


TOP
(+−)-4-
100
2355.15
−0.12
6.62E−01
3.56E+03



PENTANOLIDE


TOP
HEXYL
144
2316.04
3.09
1.32E−01
1.75E+04



ACETATE


TOP
(+−)-2,6-
140
1889.68
3.15
2.11E−04
8.96E+06



DIMETHYL-5-



HEPTENAL


TOP
methyl
182
1879.01
3.63
9.00E−03
2.09E+05



(1RS,2SR)-2,6,6-



trimethyl-3-



cyclohexene-1-



carboxylate (A) +



methyl



(1RS,2RS)-2,6,6-



trimethyl-3-



cyclohexene-1-



carboxylate (B)


TOP
(3Z)-3-hexen-1-
170
1674.15
3.59
7.85E−02
2.13E+04



yl butyrate


TOP
hexyl 2-
172
1661.18
4.31
7.15E−01
2.32E+03



methylpropanoate


TOP
ethyl (2E)-2,4-
156
1618.37
3.35
9.55E−03
1.69E+05



dimethyl-2-



pentenoate


TOP
3-
102
1530.76
1.49
2.23E−04
6.87E+06



METHYLBUTANOIC



ACID


TOP
(+−)-1-PENTYL-
170
1506.95
3.79
4.84E−02
3.12E+04



2-PROPENYL



ACETATE


TOP
(3Z)-hex-3-en-1-
158
1506.33
2.97
4.58E−02
3.29E+04



yl methyl



carbonate


TOP
3,5,5-
186
1461.80
4.17
1.28E+00
1.14E+03



TRIMETHYLHEXYL



ACETATE


TOP
ETHYL
150
1285.12
2.51
1.54E−02
8.34E+04



BENZOATE


TOP
ALLYL
170
1235.24
4.16
1.75E−02
7.06E+04



HEPTANOATE


TOP
1-(3,3-
184
1129.46
4.01
2.05E−01
5.50E+03



DIMETHYL-1-



CYCLOHEXYL)ETHYL



FORMATE


TOP
(2RS,4SR)-2-
160
1113.06
3.11
1.47E−03
7.57E+05



methyl-4-propyl-



1,3-oxathiane (A) +



(2RS,4RS)-2-



methyl-4-propyl-



1,3-oxathiane (B)


TOP
methyl
140
1091.46
2.02
2.80E−02
3.90E+04



cyclopentylideneacetate


TOP
(+−)-methyl 2,2-
182
1089.25
3.93
5.78E−04
1.88E+06



dimethyl-6-



methylidenecyclohexanecarboxylate


TOP
(Z)-3-
170
1073.97
3.57
4.54E−02
2.36E+04



HEXENYL



ISOBUTYRATE


TOP
(−)-PROPYL (S)-
202
995.16
3.17
4.98E−01
2.00E+03



2-(1,1-



DIMETHYLPROPOXY)PROPANOATE


TOP
ALLYL
156
941.49
3.62
4.58E−02
2.06E+04



HEXANOATE


TOP
(+−)-3,7-
154
896.72
2.94
8.89E−05
1.01E+07



dimethyl-1,6-



octadien-3-ol


TOP
(+−)-(Z)-3-
184
833.05
3.84
1.96E−02
4.24E+04



HEXENYL 2-



METHYLBUTANOATE


TOP
octyl acetate
172
666.51
4.29
1.76E−01
3.78E+03


TOP
(A) + (+−)-
182
659.22
3.71
7.24E−02
9.11E+03



3,5,6,6-



tetramethyl-4-



methylidene-2-



heptanone (B) +



(+−)-(4E)-



3,4,5,6,6-



pentamethyl-4-



hepten-2-one (C) +



(+−)-(3Z)-



3,4,5,6,6-



pentamethyl-3-



hepten-2-one (D) +



(+−)-(3E)-



3,4,5,6,6-



pentamethyl-3-



hepten-2-one (E)


TOP
1-METHOXY-4-
150
629.29
4.02
5.37E−04
1.17E+06



PROPYLBENZENE


TOP
(+−)-(3-methoxy-
164
587.76
3.57
1.51E−02
3.89E+04



2-



methylpropyl)benzene


TOP
2-
150
567.67
1.90
8.34E−04
6.81E+05



PHENYLETHYL



FORMATE


TOP
(+−)-2-
154
560.22
3.62
1.28E−03
4.38E+05



pentylcyclopentanone


TOP
METHYL
150
555.30
1.98
3.21E−04
1.73E+06



PHENYLACETATE


TOP
(+)-(1R)-1,7,7-
153
555.04
2.50
1.72E−01
3.23E+03



TRIMETHYL-



BICYCLO[2.2.1]HEPTAN-



2-ONE


TOP
3-(2,2-
149
516.21
3.17
2.82E−03
1.83E+05



DIMETHYLPROPYL)PYRIDINE


TOP
benzyl acetate
150
507.38
2.04
5.24E−03
9.68E+04


TOP
2-
170
489.45
4.25
4.49E−02
1.09E+04



CYCLOHEXYL



ETHYL



ACETATE


TOP
ETHYL 2-
174
479.20
1.12
1.62E−03
2.95E+05



METHYL-1,3-



DIOXOLANE-2-



ACETATE


TOP
1-PHENYL-1-
122
470.00
1.42
2.98E−01
1.58E+03



ETHANOL


TOP
2-
200
450.33
5.13
2.41E−01
1.87E+03



METHYLPENTYL



2-



METHYLPENTANOATE


TOP
(+−)-2-
153
439.00
3.67
7.83E−02
5.61E+03



propylheptanenitrile


TOP
(+−)-3-
175
421.09
2.64
2.72E−06
1.55E+08



mercaptohexyl



acetate


TOP
(+−)-3-
176
421.09
2.64
2.72E−06
1.55E+08



mercaptohexyl



acetate


TOP
(+−)-1,5-
196
409.40
4.04
7.40E−02
5.53E+03



DIMETHYL-1-



VINYL-4-



HEXENYL



ACETATE


TOP
(1RS,2RS)-2-(2-
198
402.03
4.40
2.12E−02
1.90E+04



methyl-2-



propanyl)cyclohexyl



acetate (A) +



(1RS,2SR)-2-(2-



methyl-2-



propanyl)cyclohexyl



acetate (B)


TOP
(+−)-1-
164
387.96
2.22
4.43E−02
8.75E+03



PHENYLETHYL



ACETATE


TOP
(2RS,5SR,9RS,10SR)-
192
379.51
4.29
2.79E−02
1.36E+04



2,6,9,10-



tetramethyl-1-



oxaspiro[4.5]deca-



3,6-diene (A) +



(2RS,5RS,9SR,10RS)-



2,6,9,10-



tetramethyl-1-



oxaspiro[4.5]deca-



3,6-diene (B) +



(2RS,5RS,9RS,10SR)-



2,6,9,10-



tetramethyl-1-



oxaspiro[4.5]deca-



3,6-diene (C) +



(2RS,5SR,9SR,10RS)-



2,6,9,10-



tetramethyl-1-



oxaspiro[4.5]deca-



3,6-diene (D)


TOP
ETHYL 2,6,6-
195
368.81
3.16
4.40E−03
8.38E+04



TRIMETHYL-



1,3-



CYCLOHEXADIENE-



1-



CARBOXYLATE


TOP
(+−)-1,5-
196
339.21
4.04
7.40E−02
4.58E+03



DIMETHYL-1-



VINYL-4-



HEXENYL



ACETATE


TOP
(+−)-3,7-
184
322.28
3.79
5.28E−04
6.10E+05



dimethyl-6-octen-



1-yl formate (A) +



(2E)-3,7-



dimethyl-2,6-



octadien-1-yl



formate (B)


TOP
(+−)-ethyl 2-
184
295.22
2.15
3.64E−03
8.10E+04



acetyl-4-methyl-



4-pentenoate


TOP
cis-4-(2-methyl-
198
291.85
4.47
5.43E−02
5.37E+03



2-



propanyl)cyclohexyl



acetate (A) +



trans-4-(2-



methyl-2-



propanyl)cyclohexyl



acetate (B)


TOP
ETHYL
164
269.77
2.10
4.19E−04
6.44E+05



PHENYLACETATE


TOP
(+−)-2,2,5-
196
265.42
4.63
3.25E−02
8.16E+03



trimethyl-5-



pentylcyclopentanone


TOP
methyl (2E)-2-
170
264.84
4.05
5.84E−02
4.53E+03



nonenoate


TOP
(+−)-2,4-
176
263.73
3.02
5.04E−04
5.23E+05



dimethyl-4-



phenyltetrahydrofuran


TOP
(+−)-3,7-
184
262.84
4.16
1.72E−03
1.53E+05



DIMETHYL-6-



OCTENYL



FORMATE


TOP
ALLYL (3-
186
261.90
2.79
9.89E−05
2.65E+06



METHYLBUTOXY)ACETATE



(A) + (+−)-



ALLYL (2-



METHYLBUTOXY)ACETATE



(B)


TOP
hexyl (2E)-2-
184
256.81
4.80
1.16E−02
2.22E+04



methyl-2-



butenoate


TOP
(2RS,5SR)-6-
206
252.44
5.07
7.71E−03
3.27E+04



ethyl-2,10,10-



trimethyl-1-



oxaspiro[4.5]deca-



3,6-diene (A) +



(2RS,5RS)-6-



ethyl-2,10,10-



trimethyl-1-



oxaspiro[4.5]deca-



3,6-diene (B)


TOP
cis-4-(2-methyl-
198
229.76
4.18
2.33E−02
9.87E+03



2-



propanyl)cyclohexyl



acetate (A) +



trans-4-(2-



methyl-2-



propanyl)cyclohexyl



acetate (B)


TOP
(3Z)-3-hexen-1-
196
210.68
4.22
5.17E−02
4.08E+03



yl (3Z)-3-



hexenoate


TOP
(Z)-3,7-
152
202.66
2.68
4.12E−03
4.92E+04



DIMETHYL-2,6-



OCTADIENAL



(A) + (E)-3,7-



DIMETHYL-2,6-



OCTADIENAL



(B)


TOP
2-
164
201.26
2.49
2.14E−03
9.38E+04



PHENYLETHYL



ACETATE


TOP
1,1-DIMETHYL-
192
198.02
3.45
5.16E−02
3.84E+03



2-



PHENYLETHYL



ACETATE


TOP
1-methoxy-4-
148
184.60
3.58
1.23E−03
1.51E+05



[(1E)-1-propen-1-



yl]benzene


TOP
4-PHENYL-2-
148
176.55
1.79
2.22E−04
7.95E+05



BUTANONE


TOP
4-
178
167.81
3.03
1.66E−05
1.01E+07



METHYLPHENYL



ISOBUTYRATE


TOP
2-
122
159.75
1.41
1.02E−04
1.56E+06



PHENYLETHANOL


TOP
(1R,4R)-8-
186
155.12
2.99
3.43E−05
4.52E+06



MERCAPTO-3-



P-



MENTHANONE


TOP
(+−)-(E)-1-(2,2-
192
152.99
4.11
3.73E−03
4.10E+04



DIMETHYL-6-



METHYLENE-1-



CYCLOHEXYL)-



2-BUTEN-1-



ONE


TOP
(2E)-1-
192
143.53
4.13
1.70E−05
8.44E+06



[(1RS,2SR)-



2,6,6-trimethyl-3-



cyclohexen-1-yl]-



2-buten-1-one


TOP
[2-(1-
270
136.67
2.96
1.59E−03
8.59E+04



ETHOXYETHOXY)ETHYL]BENZENE



(A) +



1,1-BIS(2-



PHENYLETHOXY)ETHANE



(B)


TOP
3,7-DIMETHYL-
198
128.72
4.22
2.75E−02
4.68E+03



6-OCTENYL



ACETATE


TOP
5-METHYL-3-
143
128.04
2.45
8.80E−03
1.45E+04



HEPTANONE



OXIME


TOP
(2Z)-3,7-
196
123.21
3.81
6.02E−02
2.05E+03



dimethyl-2,6-



octadien-1-yl



acetate


TOP
(2E)-1-(2,6,6-
190
119.10
3.27
1.68E−05
7.09E+06



trimethyl-1,3-



cyclohexadien-1-



yl)-2-buten-1-one


TOP
2,4,6-
206
113.83
2.90
7.82E−03
1.46E+04



TRIMETHYL-4-



PHENYL-1,3-



DIOXANE


TOP
BENZYL
164
113.60
2.35
2.81E−02
4.04E+03



PROPANOATE


TOP
(+−)-(2E)-1-
192
113.31
3.65
1.04E−04
1.09E+06



(2,6,6-trimethyl-



2-cyclohexen-1-



yl)-2-buten-1-one


TOP
ETHYL
208
111.67
4.32
6.87E−05
1.63E+06



TRICYCLO[5.2.1.0.(2,



6)]DECANE-



2-



CARBOXYLATE


TOP
(+−)-(2E)-1-
192
110.53
3.65
1.04E−04
1.06E+06



(2,6,6-trimethyl-



2-cyclohexen-1-



yl)-2-buten-1-one


TOP
3-
192
110.11
4.31
1.38E−02
7.96E+03



METHYLBUTYL



2-



PHENYLETHYL



ETHER


TOP
(+−)-4-
142
108.41
1.80
2.32E−05
4.67E+06



OCTANOLIDE


TOP
HEXYL
200
105.52
5.56
9.98E−02
1.06E+03



HEXANOATE


Middle
(2RS,4SR)-4-
176
99.84
3.47
1.04E−03
9.61E+04



methyl-2-



phenyltetrahydro-



2H-pyran (A) +



(2RS,4RS)-4-



methyl-2-



phenyltetrahydro-



2H-pyran (B)


Middle
tricyclo[5.2.1.0~2,
192
96.53
3.73
7.19E−04
1.34E+05



6~]dec-3-en-8-yl



acetate (A) +



tricyclo[5.2.1.0~2,



6~]dec-4-en-8-yl



acetate (B)


Middle
3-HYDROXY-2-
126
92.42
0.11
4.17E−04
2.22E+05



METHYL-4(4H)-



PYRANONE


Middle
(2E)-1-(2,6,6-
190
91.38
3.33
3.00E−06
3.04E+07



trimethyl-1,3-



cyclohexadien-1-



yl)-2-buten-1-one


Middle
(E)-3,7-
196
85.23
3.99
3.57E−02
2.39E+03



DIMETHYL-2,6-



OCTADIENYL



ACETATE (A) +



3,7-DIMETHYL-



6-OCTENYL



ACETATE (B)


Middle
GERANYL
196
85.23
3.99
3.57E−02
2.39E+03



ACETATE (A) +



NERYL



ACETATE (B)


Middle
(E)-3,7-
196
85.23
3.99
3.57E−02
2.39E+03



DIMETHYL-2,6-



OCTADIENYL



ACETATE


Middle
(2E)-1-(2,6,6-
192
81.66
3.63
2.18E−04
3.75E+05



trimethyl-1-



cyclohexen-1-yl)-



2-buten-1-one


Middle
4-
170
79.34
3.93
2.83E−02
2.81E+03



CYCLOHEXYL-



2-METHYL-2-



BUTANOL


Middle
(E)-3,7-
196
79.23
3.99
3.57E−02
2.22E+03



DIMETHYL-2,6-



OCTADIENYL



ACETATE


Middle
ALLYL 3-
196
75.80
4.51
7.96E−03
9.53E+03



CYCLOHEXYLPROPANOATE


Middle
2-
206
71.44
3.69
3.85E−02
1.86E+03



PHENYLETHYL



PIVALATE


Middle
2-
192
67.38
3.16
6.70E−03
1.01E+04



PHENYLETHYL



ISOBUTYRATE


Middle
(+−)-(E)-4-
170
64.15
3.63
6.78E−04
9.46E+04



METHYL-3-



DECEN-5-OL


Middle
(+−)-(3E)-4-
192
64.00
4.22
5.08E−04
1.26E+05



(2,6,6-trimethyl-



2-cyclohexen-1-



yl)-3-buten-2-one



(A) + (3E)-4-



(2,6,6-trimethyl-



1-cyclohexen-1-



yl)-3-buten-2-one



(B);


Middle
BENZYL 3-
192
63.56
3.45
7.31E−03
8.70E+03



METHYLBUTANOATE


Middle
METHYL (E)-3-
162
61.65
2.56
3.13E−03
1.97E+04



PHENYL-2-



PROPENOATE


Middle
(+−)-6-
142
57.43
1.47
2.17E−04
2.65E+05



propyltetrahydro-



2H-pyran-2-one


Middle
(+−)-1,3-
220
50.65
3.02
1.06E−02
4.77E+03



DIMETHYL-3-



PHENYLBUTYL



ACETATE


Bottom
(+−)-
208
48.90
5.24
8.15E−04
6.00E+04



(1S,4aR,8S,8aR)-



2,2,6,8-



tetramethyl-



1,2,3,4,4a,5,8,8a-



octahydro-1-



naphthalenol


Bottom
2-ETHYL-3-
141
48.86
0.76
6.45E−05
7.57E+05



HYDROXY-



4(4H)-



PYRANONE


Bottom
ALLYL
198
47.01
2.62
4.66E−05
1.01E+06



(CYCLOHEXYL



OXY)ACETATE


Bottom
1-(3,3-dimethyl-
192
47.01
3.89
1.64E−06
2.87E+07



1-cyclohexen-1-



yl)-4-penten-1-



one (A) + 1-(5,5-



dimethyl-1-



cyclohexen-1-yl)-



4-penten-1-one



(B)


Bottom
1-(5,5-dimethyl-
192
38.43
3.89
1.64E−06
2.34E+07



1-cyclohexen-1-



yl)-4-penten-1-



one


Bottom
(+−)-2-
206
37.73
3.64
8.56E−03
4.41E+03



PHENYLETHYL



2-



METHYLBUTANOATE


Bottom
ethyl (2E,4Z)-2,4-
196
36.76
4.69
3.07E−04
1.20E+05



decadienoate


Bottom
(+−)-3,4′-
204
36.76
4.58
9.93E−04
3.70E+04



dimethylspiro[oxirane-



2,9′-



tricyclo[6.2.1.0~2,



7~]undec[4]ene


Bottom
(+−)-(3E)-3-
206
36.33
4.83
1.92E−04
1.89E+05



methyl-4-(2,6,6-



trimethyl-2-



cyclohexen-1-yl)-



3-buten-2-one (A) +



(+−)-(1E)-1-



(2,6,6-trimethyl-



2-cyclohexen-1-



yl)-1-penten-3-



one (B)


Bottom
(+−)-(E)-3-
206
36.33
4.83
1.92E−04
1.89E+05



METHYL-4-



(2,6,6-



TRIMETHYL-2-



CYCLOHEXEN-



1-YL)-3-BUTEN-



2-ONE


Bottom
TRICYCLO[5.2.1.0(2,
206
35.82
4.38
2.44E−04
1.47E+05



6)]DEC-3-



EN-8-YL



PROPANOATE



(A) +



TRICYCLO[5.2.1.0(2,



6)]DEC-4-



EN-8-YL



PROPANOATE



(B)


Bottom
1,1-DIMETHYL-
220
34.65
4.42
2.68E−02
1.29E+03



2-



PHENYLETHYL



BUTANOATE


Bottom
(+−)-(3E)-3-
206
34.44
4.28
1.70E−04
2.03E+05



methyl-4-(2,6,6-



trimethyl-2-



cyclohexen-1-yl)-



3-buten-2-one (A) +



(+−)-(1E)-1-



(2,6,6-trimethyl-



2-cyclohexen-1-



yl)-1-penten-3-



one (B)


Bottom
BENZYL (E)-2-
190
33.88
3.32
3.07E−04
1.11E+05



METHYL-2-



BUTENOATE


Bottom
(+−)-4-
156
27.42
2.45
1.45E−04
1.89E+05



NONANOLIDE


Bottom
(1RS,2RS,6RS,7RS,
220
26.90
4.79
2.26E−03
1.19E+04



8SR)-



tricyclo[5.2.1.0~2,



6~]dec-4-en-8-yl



2-



methylpropanoate



(A) +



(1RS,2SR,6RS,7RS,



8SR)-



tricyclo[5.2.1.0~2,



6~]dec-3-en-8-yl



2-



methylpropanoate



(B)


Bottom
9-DECEN-1-OL
156
26.88
3.70
8.92E−03
3.01E+03


Bottom
ETHYL (2E)-
194
25.34
4.25
1.49E−02
1.70E+03



2,4,7-



DECATRIENOATE


Bottom
5-
156
23.87
1.82
1.16E−05
2.06E+06



NONANOLIDE


Bottom
(+−)-(E)-TRANS-
206
22.11
4.05
9.26E−04
2.39E+04



alpha-IRONE (A) +



(+−)-(E)-CIS-



alpha-IRONE (B) +



(+−)-(E)-beta-



IRONE (C)


Bottom
(+−)-TRANS-3-
170
21.05
2.59
8.33E−04
2.53E+04



METHYL-4-



NONANOLIDE


Bottom
ETHYL (E)-3-
176
20.55
3.00
2.38E−05
8.62E+05



PHENYL-2-



PROPENOATE


Bottom
(E)-3-PHENYL-
176
20.47
2.52
1.87E−04
1.10E+05



2-PROPENYL



ACETATE


Bottom
4-
180
17.59
2.18
9.24E−05
1.90E+05



METHOXYBENZYL



ACETATE


Bottom
1,5,9-
238
14.74
5.28
3.28E−04
4.49E+04



TRIMETHYL-



4,8-



DECADIENYL



ACETATE


Bottom
ETHYL 2,3-
206
12.97
2.30
2.28E−05
5.68E+05



EPDXY-3-



PHENYLBUTANOATE


Bottom
(+−)-2,2,2-
268
11.96
3.20
1.15E−03
1.04E+04



TRICHLORO-1-



PHENYLETHYL



ACETATE


Bottom
(3Z)-3-hexen-1-yl
204
11.05
4.21
4.37E−02
2.53E+02



benzoate


Bottom
(+−)-4-
170
10.49
3.02
1.61E−04
6.51E+04



DECANOLIDE


Bottom
2-phenoxyethyl
208
10.05
2.82
3.01E−02
3.34E+02



2-



methylpropanoate


Bottom
ALLYL
192
9.94
2.04
1.22E−03
8.13E+03



PHENOXYACETATE


Bottom
(+−)-6-
170
9.61
2.22
3.72E−05
2.58E+05



pentyltetrahydro-



2H-pyran-2-one


Bottom
diethyl cis-1,4-
228
8.51
2.65
2.87E−03
2.97E+03



cyclohexanedicarboxylate



(A) +



diethyl trans-1,4-



cyclohexanedicarboxylate



(B)


Bottom
(E)-3-PHENYL-
190
8.14
3.09
1.28E−04
6.35E+04



2-PROPENYL



PROPANOATE


Bottom
(+−)-(E)-8-
168
6.89
2.70
5.14E−04
1.34E+04



DECEN-5-



OLIDE (A) + (+−)-



(Z)-8-DECEN-



5-OLIDE (B)


Bottom
8(9)-METHOXY-
193
5.87
5.00
4.02E−05
1.46E+05



TRICYCLO[5.2.1.0(2,



6)]DECANE-



3(4)-



CARBALDEHYDE


Bottom
4-(4-
178
5.58
2.06
5.88E−06
9.49E+05



METHOXYPHENYL)-



2-



BUTANONE


Bottom
6-
184
4.64
3.00
5.85E−05
7.93E+04



hexyltetrahydro-



2H-pyran-2-one


Bottom
(+)-(1S,1′R)-2-[1-
284
4.39
5.46
3.69E−04
1.19E+04



(3′,3′-



DIMETHYL-1′-



CYCLOHEXYL)ETHOXY]-



2-



METHYLPROPYL



PROPANOATE


Bottom
(+)-
218
4.14
4.39
6.32E−04
6.54E+03



(1S,2S,3S,5R)-



2,6,6-



trimethylspiro[bicyclo[3.1.1]heptane-



3,1′-



cyclohexane]-2′-



en-4′-one


Bottom
HEXYL 2-
222
3.82
5.55
5.50E−03
6.95E+02



HYDROXYBENZOATE


Bottom
(+−)-5-
184
3.67
3.32
3.16E−05
1.16E+05



heptyldihydro-



2(3H)-furanone


Bottom
(+−)-(1E)-1-
232
3.01
4.86
7.14E−03
4.22E+02



(2,6,6-trimethyl-



2-cyclohexen-1-



yl)-1,6-heptadien-



3-one (A) + (1E)-



1-(2,6,6-



trimethyl-1-



cyclohexen-1-yl)-



1,6-heptadien-3-



one (B)


Bottom
9-
192
2.10
2.29
1.42E−04
1.48E+04



ETHYLIDENE-



3-



OXATRICYCLO[6.2.1.0(2,



7)UNDECAN-



4-ONE



(A) + 10-



ETHYLIDENE-



3-



OXATRICYCLO[6.2.1.0(2,



7)]...(B)


Bottom
(1′R)-2-[2-(4′-
220
2.05
5.19
1.66E−04
1.24E+04



METHYL-3′-



CYCLOHEXEN-



1′-



YL)PROPYL]CYCLOPENTANONE


Bottom
(E)-2-
206
1.85
2.56
4.08E−07
4.54E+06



METHOXY-4-(1-



PROPENYL)PHENYL



ACETATE


Bottom
(+−)-4,6,6,7,8,8-
258
1.59
6.57
2.62E−04
6.08E+03



hexamethyl-



1,3,4,6,7,8-



hexahydrocyclopenta[g]isochromene


Bottom
methyl
224
1.59
2.33
5.56E−03
2.86E+02



{(1RS,2RS)-3-



oxo-2-[(2Z)-2-



penten-1-



yl]cyclopentyl}acetate


Bottom
(+−)-5-
198
1.44
3.82
2.85E−05
5.05E+04



octyldihydro-



2(3H)-furanone


Bottom
(2E)-2-
216
1.15
4.86
1.91E−03
6.01E+02



benzylideneoctanal


Bottom
4-formyl-2-
222
1.01
1.90
7.33E−05
1.38E+04



methoxyphenyl 2-



methylpropanoate


Bottom
(+−)-6-
198
0.90
3.42
1.27E−04
7.06E+03



heptyltetrahydro-



2H-pyran-2-one


Bottom
BENZYL
212
0.85
3.64
3.67E−02
2.31E+01



BENZOATE


Bottom
BENZYL
213
0.85
3.64
3.67E−02
2.31E+01



BENZOATE


Bottom
(10E)-
252
0.74
6.15
4.77E−04
1.55E+03



oxacycloheptadec-



10-en-2-one


Bottom
(E)-2-PENTYL-
202
0.68
4.30
3.64E−04
1.87E+03



3-PHENYL-2-



PROPENAL


Bottom
4-(4-HYDROXY-
164
0.36
0.93
2.05E−07
1.75E+06



1-PHENYL)-2-



BUTANONE


Bottom
2-
240
0.20
3.59
9.08E−04
2.24E+02



PHENYLETHYL



PHENYLACETATE
















TABLE 7







Perfuming Compounds Having a Citrus Note

















Log P






Molecular
Volatility
(n-octanol/
Odor Threshold
Odor


Type
Name
Weight
(μg/l air)
water)
(μg/l air)
Value
















Top
hexanal
100
68294.85
2.00
1.76E−03
3.88E+07


Top
(+−)-ISOPROPYL
144
51367.63
2.85
8.42E−03
6.10E+06



2-



METHYLBUTANOATE


Top
(2E)-2-
98
33708.26
1.62
2.53E−03
1.33E+07



HEXENAL


Top
(+)-LIMONENE
136
10216.93
5.40
1.29E−01
7.92E+04


Top
1-methyl-4-(2-
136
4298.67
5.87
1.16E−01
3.70E+04



propanyl)-1,4-



cyclohexadiene


Top
(+−)-2,6-
154
4203.89
3.12
2.78E−01
1.51E+04



DIMETHYL-7-



OCTEN-4-ONE


Top
heptyl acetate
158
2814.34
3.69
1.32E−01
2.14E+04


Top
nonanal
142
2777.63
3.42
8.14E−03
3.41E+05


Top
(+−)-4-
100
2355.15
−0.12
6.62E−01
3.56E+03



PENTANOLIDE


Top
1-(3,3-
184
1129.46
4.01
2.05E−01
5.50E+03



DIMETHYL-1-



CYCLOHEXYL)ETHYL



FORMATE


Top
(−)-PROPYL (S)-
202
995.16
3.17
4.98E−01
2.00E+03



2-(1,1-



DIMETHYLPROPOXY)PROPANOATE


Top
(3Z)-1,3-
148
990.87
5.11
3.32E−03
2.98E+05



undecadien-5-yne



(A) + (3E)-1,3-



undecadien-5-yne



(B)


Top
(+−)-3,7-
154
896.72
2.94
8.89E−05
1.01E+07



dimethyl-1,6-



octadien-3-ol


Top
(+−)-3,7-
154
896.72
2.94
8.89E−05
1.01E+07



dimethyl-1,6-



octadien-3-ol


Top
(+−)-3,7-
154
896.72
2.94
8.89E−05
1.01E+07



dimethyl-1,6-



octadien-3-ol


Top
(E)-4-DECENAL
154
691.34
3.73
7.59E−05
9.11E+06


Top
octyl acetate
172
666.51
4.29
1.76E−01
3.78E+03


Top
(A) + (+−)-
182
659.22
3.71
7.24E−02
9.11E+03



3,5,6,6-



tetramethyl-4-



methylidene-2-



heptanone (B) +



(+−)-(4E)-



3,4,5,6,6-



pentamethyl-4-



hepten-2-one (C) +



(+−)-(3Z)-



3,4,5,6,6-



pentamethyl-3-



hepten-2-one (D) +



(+−)-(3E)-



3,4,5,6,6-



pentamethyl-3-



hepten-2-one (E)


Top
(+−)-(3-methoxy-
164
587.76
3.57
1.51E−02
3.89E+04



2-



methylpropyl)benzene


Top
2-
150
567.67
1.90
8.34E−04
6.81E+05



PHENYLETHYL



FORMATE


Top
(+−)-2-
153
439.00
3.67
7.83E−02
5.61E+03



propylheptanenitrile


Top
(+−)-1,5-
196
409.40
4.04
7.40E−02
5.53E+03



DIMETHYL-1-



VINYL-4-



HEXENYL



ACETATE


Top
(+−)-1-
164
387.96
2.22
4.43E−02
8.75E+03



PHENYLETHYL



ACETATE


Top
(+−)-1,5-
196
339.21
4.04
7.40E−02
4.58E+03



DIMETHYL-1-



VINYL-4-



HEXENYL



ACETATE


Top
cis-4-(2-methyl-
198
291.85
4.47
5.43E−02
5.37E+03



2-



propanyl)cyclohexyl



acetate (A) +



trans-4-(2-



methyl-2-



propanyl)cyclohexyl



acetate (B)


Top
(Z)-3,7-
168
283.43
3.54
1.38E−03
2.05E+05



DIMETHYL-1,6-



NONADIEN-3-



OL (A) + (E)-3,7-



DIMETHYL-1,6-



NONADIEN-3-



OL (B)


Top
ALLYL (3-
186
261.90
2.79
9.89E−05
2.65E+06



METHYLBUTOXY)ACETATE



(A) + (+−)-



ALLYL (2-



METHYLBUTOXY)ACETATE



(B)


Top
(Z)-3,7-
152
202.66
2.68
4.12E−03
4.92E+04



DIMETHYL-2,6-



OCTADIENAL



(A) + (E)-3,7-



DIMETHYL-2,6-



OCTADIENAL



(B)


Middle
(2RS,4SR)-4-
176
99.84
3.47
1.04E−03
9.61E+04



methyl-2-



phenyltetrahydro-



2H-pyran (A) +



(2RS,4RS)-4-



methyl-2-



phenyltetrahydro-



2H-pyran (B)


Middle
tricyclo[5.2.1.0~2,
192
96.53
3.73
7.19E−04
1.34E+05



6~]dec-3-en-8-yl



acetate (A) +



tricyclo[5.2.1.0~2,



6~]dec-4-en-8-yl



acetate (B)


Middle
3,7-DIMETHYL-
154
89.88
2.97
7.69E−04
1.17E+05



2,6-OCTADIEN-



1-OL


Middle
(E)-3,7-
154
89.88
2.97
7.69E−04
1.17E+05



DIMETHYL-2,6-



OCTADIEN-1-



OL


Middle
CITRONELLOL
154
89.88
2.97
7.69E−04
1.17E+05



(A) +



GERANIOL (B)


Middle
(E)-3,7-
154
89.88
2.97
7.69E−04
1.17E+05



DIMETHYL-2,6-



OCTADIEN-1-



OL


Middle
(Z)-3,7-
154
86.02
2.91
1.56E−02
5.51E+03



DIMETHYL-2,6-



OCTADIEN-1-



OL


Middle
4-
170
79.34
3.93
2.83E−02
2.81E+03



CYCLOHEXYL-



2-METHYL-2-



BUTANOL


Middle
(+−)-3,7-
158
76.57
4.24
4.59E−02
1.67E+03



DIMETHYL-1-



OCTANOL


Middle
3,7-DIMETHYL-
154
67.92
2.97
7.69E−04
8.83E+04



2,6-OCTADIEN-



1-OL


Middle
(+−)-6-
142
57.43
1.47
2.17E−04
2.65E+05



propyltetrahydro-



2H-pyran-2-one


Bottom
(+−)-(3E)-3-
206
36.33
4.83
1.92E−04
1.89E+05



methyl-4-(2,6,6-



trimethyl-2-



cyclohexen-1-yl)-



3-buten-2-one (A) +



(+−)-(1E)-1-



(2,6,6-trimethyl-



2-cyclohexen-1-



yl)-1-penten-3-



one (B)


Bottom
TRICYCLO[5.2.1.0(2,
206
35.82
4.38
2.44E−04
1.47E+05



6)]DEC-3-



EN-8-YL



PROPANOATE



(A) +



TRICYCLO[5.2.1.0(2,



6)]DEC-4-



EN-8-YL



PROPANOATE



(B)


Bottom
(+−)-(3E)-3-
206
34.44
4.28
1.70E−04
2.03E+05



methyl-4-(2,6,6-



trimethyl-2-



cyclohexen-1-yl)-



3-buten-2-one (A) +



(+−)-(1E)-1-



(2,6,6-trimethyl-



2-cyclohexen-1-



yl)-1-penten-3-



one (B)


Bottom
9-DECEN-1-OL
156
26.88
3.70
8.92E−03
3.01E+03


Bottom
2-
172
22.67
3.82
3.57E−03
6.35E+03



ETHOXYNAPHTHALENE


Bottom
3-(3,3-dimethyl-
181
13.68
4.63
4.00E−03
3.42E+03



2,3-dihydro-1H-



inden-5-



yl)propanal (A) +



3-(1,1-dimethyl-



2,3-dihydro-1H-



inden-4-



yl)propanal (B) +



3-(1,1-dimethyl-



2,3-dihydro-1H-



inden-5-



yl)propanal (C)


Bottom
(+−)-2,2,2-
268
11.96
3.20
1.15E−03
1.04E+04



TRICHLORO-1-



PHENYLETHYL



ACETATE


Bottom
(3Z)-3-hexen-1-yl
204
11.05
4.21
4.37E−02
2.53E+02



benzoate


Bottom
8(9)-METHOXY-
193
5.87
5.00
4.02E−05
1.46E+05



TRICYCLO[5.2.1.0(2,



6)]DECANE-



3(4)-



CARBALDEHYDE


Bottom
(+−)-(3,7-
198
4.70
4.33
8.95E−04
5.26E+03



DIMETHYL-6-



OCTENYLOXY)ACETALDEHYDE


Bottom
(+−)-(3,7-
198
4.70
4.33
8.95E−04
5.26E+03



DIMETHYL-6-



OCTENYLOXY)ACETALDEHYDE


Bottom
HEXYL 2-
222
3.82
5.55
5.50E−03
6.95E+02



HYDROXYBENZOATE


Bottom
methyl 2-
226
2.12
2.92
5.77E−04
3.67E+03



((1RS,2RS)-3-



oxo-2-



pentylcyclopentyl)acetate


Bottom
9-
192
2.10
2.29
1.42E−04
1.48E+04



ETHYLIDENE-



3-



OXATRICYCLO[6.2.1.0(2,



7)]UNDECAN-



4-ONE



(A) + 10-



ETHYLIDENE-



3-



OXATRICYCLO[6.2.1.0(2,



7)] . . . (B)


Bottom
(E)-2-
206
1.85
2.56
4.08E−07
4.54E+06



METHOXY-4-(1-



PROPENYL)PHENYL



ACETATE


Bottom
BENZYL
213
0.85
3.64
3.67E−02
2.31E+01



BENZOATE


Bottom
(10E)-
252
0.74
6.15
4.77E−04
1.55E+03



oxacycloheptadec-



10-en-2-one


Bottom
(E)-2-PENTYL-
202
0.68
4.30
3.64E−04
1.87E+03



3-PHENYL-2-



PROPENAL


Bottom
2-
240
0.20
3.59
9.08E−04
2.24E+02



PHENYLETHYL



PHENYLACETATE
















TABLE 8







Perfuming Compounds Having a Sweet Note

















Log P






Molecular
Volatility
(n-octanol/
Odor Threshold
Odor


Type
Name
Weight
(μg/l air)
water)
(μg/l air)
Value
















Top
ETHYL
88
404705.61
0.80
7.26E−01
5.58E+05



ACETATE


Top
BUTYL
116
117207.52
2.11
4.18E−01
2.80E+05



ACETATE


Top
3-
130
51307.81
2.65
5.92E−02
8.67E+05



METHYLBUTYL



ACETATE (A) +



(+−)-2-



METHYLBUTYL



ACETATE (B)


Top
(+−)-3-
88
33382.87
−1.03
1.46E−02
2.28E+06



HYDROXY-2-



BUTANONE


Top
2-
114
29677.31
1.70
1.43E−09
2.08E+13



FURANMETHANETHIOL


Top
1-BUTANOL
74
17700.00
0.88
8.70E−02
2.03E+05


Top
(+−)-4-methyl-4-
170
9902.98
3.57
2.26E−01
4.39E+04



penten-2-yl 2-



methylpropanoate


Top
ETHYL
145
9675.10
3.12
9.11E−04
1.06E+07



HEXANOATE


Top
BENZALDEHYDE
106
8207.00
1.33
4.26E−02
1.93E+05


Top
2,3,5-
122
7897.31
1.27
2.82E−04
2.80E+07



TRIMETHYLPYRAZINE


Top
5-METHYL-2-
126
5525.83
1.98
7.62E−07
7.26E+09



HEPTEN-4-ONE


Top
DIALLYL
146
5487.52
3.30
3.98E−05
1.38E+08



DISULFIDE


Top
(+−)-ETHYL 3-
158
2276.17
1.96
5.06E−04
4.50E+06



METHYL-2-



OXOPENTANOATE


Top
1-phenylethanone
120
1728.98
1.59
6.61E−03
2.62E+05


Top
ALLYL
170
1235.24
4.16
1.75E−02
7.06E+04



HEPTANOATE


Top
(+−)-4-
114
841.23
0.48
2.63E−02
3.20E+04



HEXANOLIDE


Top
(+−)-2-
154
560.22
3.62
1.28E−03
4.38E+05



pentylcyclopentanone


Top
METHYL
150
555.30
1.98
3.21E−04
1.73E+06



PHENYLACETATE


Top
2-
170
489.45
4.25
4.49E−02
1.09E+04



CYCLOHEXYL



ETHYL



ACETATE


Top
ETHYL 2-
174
479.20
1.12
1.62E−03
2.95E+05



METHYL-1,3-



DIOXOLANE-2-



ACETATE


Top
2-HYDROXY-3-
112
396.50
0.08
3.82E−04
1.04E+06



METHYL-2-



CYCLOPENTEN-



1-ONE


Top
2-METHOXY-4-
138
306.61
1.52
6.96E−04
4.41E+05



METHYLPHENOL


Top
(+−)-4-
128
295.34
1.16
5.18E−04
5.70E+05



HEPTANOLIDE


Top
hexyl (2E)-2-
184
256.81
4.80
1.16E−02
2.22E+04



methyl-2-



butenoate


Top
(3Z)-3-hexen-1-yl
196
210.68
4.22
5.17E−02
4.08E+03



(3Z)-3-hexenoate


Top
2-
164
201.26
2.49
2.14E−03
9.38E+04



PHENYLETHYL



ACETATE


Top
HEXANOIC
116
197.90
1.92
1.82E−02
1.09E+04



ACID


Top
1-methoxy-4-
148
184.60
3.58
1.23E−03
1.51E+05



[(1E)-1-propen-1-



yl]benzene


Top
2-
122
159.75
1.41
1.02E−04
1.56E+06



PHENYLETHANOL


Top
(+−)-(E)-1-(2,2-
192
152.99
4.11
3.73E−03
4.10E+04



DIMETHYL-6-



METHYLENE-1-



CYCLOHEXYL)-



2-BUTEN-1-



ONE


Top
(2E)-1-
192
143.53
4.13
1.70E−05
8.44E+06



[(1RS,2SR)-



2,6,6-trimethyl-3-



cyclohexen-1-yl]-



2-buten-1-one


Top
[2-(1-
270
136.67
2.96
1.59E−03
8.59E+04



ETHOXYETHOXY)ETHYL]BENZENE



(A) +



1,1-BIS(2-



PHENYLETHOXY)ETHANE



(B)


Top
5-METHYL-3-
143
128.04
2.45
8.80E−03
1.45E+04



HEPTANONE



OXIME


Top
(+−)-(2E)-1-
192
110.53
3.65
1.04E−04
1.06E+06



(2,6,6-trimethyl-



2-cyclohexen-1-



yl)-2-buten-1-one


Top
3-
192
110.11
4.31
1.38E−02
7.96E+03



METHYLBUTYL



2-



PHENYLETHYL



ETHER


Middle
(+−)-2-PENTYL-
156
97.79
3.59
5.43E−03
1.80E+04



1-



CYCLOPENTANOL


Middle
(1RS,2SR)-2-
156
97.79
3.59
5.43E−03
1.80E+04



pentylcyclopentanol



(A) +



(1RS,2RS)-2-



pentylcyclopentanol



(B)


Middle
3-HYDROXY-2-
126
92.42
0.11
4.17E−04
2.22E+05



METHYL-4(4H)-



PYRANONE


Middle
ALLYL 3-
196
75.80
4.51
7.96E−03
9.53E+03



CYCLOHEXYLPROPANOATE


Middle
2-
206
71.44
3.69
3.85E−02
1.86E+03



PHENYLETHYL



PIVALATE


Middle
2-
192
67.38
3.16
6.70E−03
1.01E+04



PHENYLETHYL



ISOBUTYRATE


Middle
4-(2,6,6-
194
63.61
3.99
8.51E−03
7.48E+03



trimethyl-1-



cyclohexen-1-yl)-



2-butanone


Middle
BENZYL 3-
192
63.56
3.45
7.31E−03
8.70E+03



METHYLBUTANOATE


Middle
3-methyl-2-[(2Z)-
165
56.72
2.61
2.16E−04
2.63E+05



2-penten-1-yl]-2-



cyclopenten-1-



one


Middle
(+−)-6-METHYL-
159
52.47
1.10
2.53E−06
2.07E+07



7-OXA-1-THIA-



4-



AZASPIRO[4.4]NONANE


Middle
2-
158
51.04
3.29
1.02E−05
5.00E+06



METHOXYNAPHTHALENE


Bottom
2-ETHYL-3-
141
48.86
0.76
6.45E−05
7.57E+05



HYDROXY-



4(4H)-



PYRANONE


Bottom
1,1-DIMETHYL-
220
34.65
4.42
2.68E−02
1.29E+03



2-



PHENYLETHYL



BUTANOATE


Bottom
5-
156
23.87
1.82
1.16E−05
2.06E+06



NONANOLIDE


Bottom
(+−)-TRANS-3-
170
21.05
2.59
8.33E−04
2.53E+04



METHYL-4-



NONANOLIDE


Bottom
2,6-
154
19.23
1.02
8.01E−06
2.40E+06



DIMETHOXYPHENOL


Bottom
(1E)-1-(2,6,6-
206
15.81
4.47
1.16E−04
1.37E+05



trimethyl-1-



cyclohexen-1-yl)-



1-penten-3-one


Bottom
3-
188
14.37
3.12
8.65E−04
1.66E+04



BUTYLIDENE-



1-



BENZO[C]FURANONE


Bottom
2-methoxy-4-
164
11.28
2.15
6.63E−06
1.70E+06



[(1E)-1-propen-1-



yl]phenol


Bottom
(+−)-4-
170
10.49
3.02
1.61E−04
6.51E+04



DECANOLIDE


Bottom
(+−)-6-
170
9.61
2.22
3.72E−05
2.58E+05



pentyltetrahydro-



2H-pyran-2-one


Bottom
2-
185
8.73
4.06
1.93E−04
4.53E+04



ISOBUTYLQUINOLINE


Bottom
diethyl cis-1,4-
228
8.51
2.65
2.87E−03
2.97E+03



cyclohexanedicarboxylate



(A) +



diethyl trans-1,4-



cyclohexanedicarboxylate



(B)


Bottom
(+−)-(E)-8-
168
6.89
2.70
5.14E−04
1.34E+04



DECEN-5-



OLIDE (A) + (+−)-



(Z)-8-DECEN-



5-OLIDE (B)


Bottom
4-(4-
178
5.58
2.06
5.88E−06
9.49E+05



METHOXYPHENYL)-



2-



BUTANONE


Bottom
6-
184
4.64
3.00
5.85E−05
7.93E+04



hexyltetrahydro-



2H-pyran-2-one


Bottom
4-hydroxy-3-
152
4.24
0.72
6.75E−06
6.28E+05



methoxybenzaldehyde


Bottom
(+−)-5-
184
3.67
3.32
3.16E−05
1.16E+05



heptyldihydro-



2(3H)-furanone


Bottom
2-(4-METHYL-
143
2.36
0.22
2.43E−04
9.71E+03



1,3-THIAZOL-5-



YL)-1-



ETHANOL


Bottom
(1′R)-2-[2-(4′-
220
2.05
5.19
1.66E−04
1.24E+04



METHYL-3′-



CYCLOHEXEN-



1′-



YL)PROPYL]CYCLOPENTANONE


Bottom
4-formyl-2-
222
1.01
1.90
7.33E−05
1.38E+04



methoxyphenyl 2-



methylpropanoate


Bottom
(+−)-6-
198
0.90
3.42
1.27E−04
7.06E+03



heptyltetrahydro-



2H-pyran-2-one


Bottom
2-
146
0.51
1.35
1.62E−05
3.16E+04



CHROMENONE


Bottom
1,4-
256
0.46
3.83
7.05E−04
6.55E+02



dioxacyclohexadecane-



5,16-dione


Bottom
2-
240
0.20
3.59
9.08E−04
2.24E+02



PHENYLETHYL



PHENYLACETATE


Bottom
3-ethoxy-4-
166
0.11
1.27
2.10E−05
5.25E+03



hydroxybenzaldehyde
















TABLE 9







Perfuming Compounds Having a Gourmand Note

















Log P






Molecular
Volatility
(n-octanol/
Odor Threshold
Odor


Type
Name
Weight
(μg/l air)
water)
(μg/l air)
Value
















Top
BUTYL
116
117207.52
2.11
4.18E−01
2.80E+05



ACETATE


Top
3-
130
51307.81
2.65
5.92E−02
8.67E+05



METHYLBUTYL



ACETATE (A) +



(+−)-2-



METHYLBUTYL



ACETATE (B)


Top
(+−)-3-
88
33382.87
−1.03
1.46E−02
2.28E+06



HYDROXY-2-



BUTANONE


Top
1-BUTANOL
74
17700.00
0.88
8.70E−02
2.03E+05


Top
(+−)-4-methyl-4-
170
9902.98
3.57
2.26E−01
4.39E+04



penten-2-yl 2-



methylpropanoate


Top
ETHYL
145
9675.10
3.12
9.11E−04
1.06E+07



HEXANOATE


Top
DIALLYL
146
5487.52
3.30
3.98E−05
1.38E+08



DISULFIDE


Top
ALLYL
170
1235.24
4.16
1.75E−02
7.06E+04



HEPTANOATE


Top
(+−)-2-
154
560.22
3.62
1.28E−03
4.38E+05



pentylcyclopentanone


Top
METHYL
150
555.30
1.98
3.21E−04
1.73E+06



PHENYLACETATE


Top
2-
170
489.45
4.25
4.49E−02
1.09E+04



CYCLOHEXYL



ETHYL



ACETATE


Top
ETHYL 2-
174
479.20
1.12
1.62E−03
2.95E+05



METHYL-1,3-



DIOXOLANE-2-



ACETATE


Top
(3Z)-3-hexen-1-yl
196
210.68
4.22
5.17E−02
4.08E+03



(3Z)-3-hexenoate


Top
2-
164
201.26
2.49
2.14E−03
9.38E+04



PHENYLETHYL



ACETATE


Top
HEXANOIC
116
197.90
1.92
1.82E−02
1.09E+04



ACID


Top
1-methoxy-4-
148
184.60
3.58
1.23E−03
1.51E+05



[(1E)-1-propen-1-



yl]benzene


Top
2-
122
159.75
1.41
1.02E−04
1.56E+06



PHENYLETHANOL


Top
(+−)-(E)-1-(2,2-
192
152.99
4.11
3.73E−03
4.10E+04



DIMETHYL-6-



METHYLENE-1-



CYCLOHEXYL)-



2-BUTEN-1-



ONE


Top
(2E)-1-
192
143.53
4.13
1.70E−05
8.44E+06



[(1RS,2SR)-



2,6,6-trimethyl-3-



cyclohexen-1-yl]-



2-buten-1-one


Top
[2-(1-
270
136.67
2.96
1.59E−03
8.59E+04



ETHOXYETHOXY)ETHYL]BENZENE



(A) +



1,1-BIS(2-



PHENYLETHOXY)ETHANE



(B)


Top
5-METHYL-3-
143
128.04
2.45
8.80E−03
1.45E+04



HEPTANONEOXIME


Top
3-
192
110.11
4.31
1.38E−02
7.96E+03



METHYLBUTYL



2-



PHENYLETHYL



ETHER


Top
(+−)-4-
142
108.41
1.80
2.32E−05
4.67E+06



OCTANOLIDE


Middle
(3RS,3ARS,6SR,
168
80.76
2.14
1.84E−06
4.39E+07



7ASR)-



PERHYDRO-3,6-



DIMETHYL-



BENZO[B]FURAN-



2-ONE (A) +



(3SR,3ARS,6SR,



7ASR)-



PERHYDRO-3,6-



DIMETHYL-



BENZO[B]FURAN-



2-ONE (B)


Middle
ALLYL 3-
196
75.80
4.51
7.96E−03
9.53E+03



CYCLOHEXYLPROPANOATE


Middle
(3S,3aS,6R,7aR)-
168
74.03
2.11
3.46E−05
2.14E+06



3,6-



dimethylhexahydro-



1-benzofuran-



2(3H)-one


Middle
2-
206
71.44
3.69
3.85E−02
1.86E+03



PHENYLETHYL



PIVALATE


Middle
2-
192
67.38
3.16
6.70E−03
1.01E+04



PHENYLETHYL



ISOBUTYRATE


Middle
1-
154
62.86
1.66
2.90E−04
2.17E+05



oxaspiro[4.5]decan-



2-one


Middle
benzo[d][1,3]dioxole-
150
61.82
1.52
1.01E−04
6.12E+05



5-



carbaldehyde


Middle
3-methyl-2-[(2Z)-
165
56.72
2.61
2.16E−04
2.63E+05



2-penten-1-yl]-2-



cyclopenten-1-



one


Middle
2-
158
51.04
3.29
1.02E−05
5.00E+06



METHOXYNAPHTHALENE


Bottom
1,1-DIMETHYL-
220
34.65
4.42
2.68E−02
1.29E+03



2-



PHENYLETHYL



BUTANOATE


Bottom
(+−)-4-
156
27.42
2.45
1.45E−04
1.89E+05



NONANOLIDE


Bottom
5-
156
23.87
1.82
1.16E−05
2.06E+06



NONANOLIDE


Bottom
(+−)-TRANS-3-
170
21.05
2.59
8.33E−04
2.53E+04



METHYL-4-



NONANOLIDE


Bottom
2,6-
154
19.23
1.02
8.01E−06
2.40E+06



DIMETHOXYPHENOL


Bottom
(1E)-1-(2,6,6-
206
15.81
4.47
1.16E−04
1.37E+05



trimethyl-1-



cyclohexen-1-yl)-



1-penten-3-one


Bottom
3-
188
14.37
3.12
8.65E−04
1.66E+04



BUTYLIDENE-



1-



BENZO[C]FURANONE


Bottom
2-methoxy-4-
164
11.28
2.15
6.63E−06
1.70E+06



[(1E)-1-propen-1-



yl]phenol


Bottom
(+−)-4-
170
10.49
3.02
1.61E−04
6.51E+04



DECANOLIDE


Bottom
(+−)-6-
170
9.61
2.22
3.72E−05
2.58E+05



pentyltetrahydro-



2H-pyran-2-one


Bottom
diethyl cis-1,4-
228
8.51
2.65
2.87E−03
2.97E+03



cyclohexanedicarboxylate



(A) +



diethyl trans-1,4-



cyclohexanedicarboxylate



(B)


Bottom
(+−)-(E)-8-
168
6.89
2.70
5.14E−04
1.34E+04



DECEN-5-



OLIDE (A) + (+−)-



(Z)-8-DECEN-



5-OLIDE (B)


Bottom
4-(4-
178
5.58
2.06
5.88E−06
9.49E+05



METHOXYPHENYL)-



2-



BUTANONE


Bottom
6-
184
4.64
3.00
5.85E−05
7.93E+04



hexyltetrahydro-



2H-pyran-2-one


Bottom
4-hydroxy-3-
152
4.24
0.72
6.75E−06
6.28E+05



methoxybenzaldehyde


Bottom
(+−)-5-
184
3.67
3.32
3.16E−05
1.16E+05



heptyldihydro-



2(3H)-furanone


Bottom
(1′R)-2-[2-(4′-
220
2.05
5.19
1.66E−04
1.24E+04



METHYL-3′-



CYCLOHEXEN-



1′-



YL)PROPYL]CYCLOPENTANONE


Bottom
4-formyl-2-
222
1.01
1.90
7.33E−05
1.38E+04



methoxyphenyl 2-



methylpropanoate


Bottom
(+−)-6-
198
0.90
3.42
1.27E−04
7.06E+03



heptyltetrahydro-



2H-pyran-2-one


Bottom
2-
146
0.51
1.35
1.62E−05
3.16E+04



CHROMENONE


Bottom
2-
240
0.20
3.59
9.08E−04
2.24E+02



PHENYLETHYL



PHENYLACETATE
















TABLE 10







Perfuming Compounds Having a Woody Note

















Log P






Molecular
Volatility
(n-octanol/
Odor Threshold
Odor


Type
Name
Weight
(μg/l air)
water)
(μg/l air)
Value
















Top
1-BUTANOL
74
17700.00
0.88
8.70E−02
2.03E+05


Top
(+−)-methyl 2-
158
6677.64
3.37
1.74E−01
3.84E+04



ethylhexanoate


Top
3-
102
1530.76
1.49
2.23E−04
6.87E+06



METHYLBUTANOIC



ACID


Top
6,6-
186
1311.32
3.90
1.26E−02
1.04E+05



DIMETHOXY-



2,5,5-



TRIMETHYL-2-



HEXENE


Top
4-(2-methyl-2-
154
755.28
2.77
1.15E−01
6.57E+03



propanyl)cyclohexanone


Top
(1R,2R)-1,7,7-
196
735.37
4.13
4.46E−02
1.65E+04



TRIMETHYL-



BICYCLO[2.2.1]HEPT-



2-YL



ACETATE


Top
(A) + (+−)-
182
659.22
3.71
7.24E−02
9.11E+03



3,5,6,6-



tetramethyl-4-



methylidene-2-



heptanone (B) +



(+−)-(4E)-



3,4,5,6,6-



pentamethyl-4-



hepten-2-one (C) +



(+−)-(3Z)-



3,4,5,6,6-



pentamethyl-3-



hepten-2-one (D) +



(+−)-(3E)-



3,4,5,6,6-



pentamethyl-3-



hepten-2-one (E)


Top
(+−)-(3Z)-
182
659.22
3.71
7.24E−02
9.11E+03



3,4,5,6,6-



PENTAMETHYL-



3-HEPTEN-2-



ONE


Top
cis-4-(2-methyl-
198
229.76
4.18
2.33E−02
9.87E+03



2-



propanyl)cyclohexyl



acetate (A) +



trans-4-(2-



methyl-2-



propanyl)cyclohexyl



acetate (B)


Top
(1S,2S,4S)-1,7,7-
210
216.42
4.66
4.55E−02
4.76E+03



trimethylbicyclo[2.2.1]hept-



2-yl



propanoate


Top
(+−)-1-(2-TERT-
228
205.05
4.65
3.53E−02
5.81E+03



BUTYL-1-



CYCLOHEXYLOXY)-



2-



BUTANOL


Top
(+−)-ALPHA-
154
172.78
2.91
1.03E−01
1.68E+03



TERPINEOL


Top
(+−)-2-ETHOXY-
222
135.00
6.50
1.37E−01
9.83E+02



2,6,6-



TRIMETHYL-9-



METHYLENE-



BICYCLO[3.3.1]NONANE


Top
(+−)-(2E)-1-
192
110.53
3.65
1.04E−04
1.06E+06



(2,6,6-trimethyl-



2-cyclohexen-1-



yl)-2-buten-1-one


Top
(+−)-(E)-3-
206
106.28
4.09
5.03E−05
2.11E+06



METHYL-4-



(2,6,6-



TRIMETHYL-2-



CYCLOHEXEN-



1-YL)-3-BUTEN-



2-ONE


Middle
(2E)-1-(2,6,6-
190
91.38
3.33
3.00E−06
3.04E+07



trimethyl-1,3-



cyclohexadien-1-



yl)-2-buten-1-one


Middle
(5RS,6RS)-
212
84.04
3.51
5.15E−04
1.63E+05



2,6,10,10-



TETRAMETHYL-



1-



OXASPIRO[4.5]DECAN-



6-OL


Middle
2-TERT-BUTYL-
194
82.95
4.00
1.65E−02
5.02E+03



1,4-



DIMETHOXYBENZENE


Middle
(2E)-1-(2,6,6-
192
81.66
3.63
2.18E−04
3.75E+05



trimethyl-1-



cyclohexen-1-yl)-



2-buten-1-one


Middle
(+−)-3ENDO-
208
79.45
5.73
4.82E−03
1.65E+04



METHOXY-7,7-



DIMETHYL-10-



METHYLENE-



BICYCLO[4.3.1]DECANE



(A) +



(+−)-3EXO-



METHOXY-7,7-



DIMETHYL-10-



METHYLENE-



BICYCLO[4.3.1]DECANE



(B)


Middle
(E)-3-PHENYL-
132
70.14
1.50
1.36E−03
5.16E+04



2-PROPENAL


Middle
(Z)-3-PHENYL-
132
70.14
1.50
1.36E−03
5.16E+04



2-PROPENAL



(A) + (E)-3-



PHENYL-2-



PROPENAL (B)


Middle
(E)-3-PHENYL-
132
70.14
1.50
1.36E−03
5.16E+04



2-PROPENAL


Middle
(E)-3-PHENYL-
129
66.00
1.98
8.97E−05
7.36E+05



2-



PROPENENITRILE


Middle
4-(2,6,6-
194
63.61
3.99
8.51E−03
7.48E+03



trimethyl-1-



cyclohexen-1-yl)-



2-butanone


Middle
(2R)-2-methyl-4-
206
63.49
4.25
2.22E−03
2.86E+04



[(1R)-2,2,3-



trimethyl-3-



cyclopenten-1-



yl]-4-pentenal (A) +



(2S)-2-methyl-



4-[(1R)-2,2,3-



trimethyl-3-



cyclopenten-1-



yl]-4-pentenal (B)


Middle
2-(6,6-
208
60.02
4.41
1.10E−01
5.45E+02



DIMETHYL-



BICYCLO[3.1.1]HEPT-



2-EN-2-



YL)ETHYL



ACETATE


Middle
1,2,3,4,5,6,7,8-
192
55.09
3.65
3.91E−03
1.41E+04



OCTAHYDRO-



8,8-DIMETHYL-



2-



NAPHTHALENE



CARBALDEHYDE



(A) + (B,C,D) +



OCTAHYDRO-



5,5-DIMETHYL-



2-



NAPHTHALENE



CARBALDEHYDE


Bottom
(+−)-(3E)-3-
206
43.62
4.22
6.30E−05
6.92E+05



methyl-4-(2,6,6-



trimethyl-2-



cyclohexen-1-yl)-



3-buten-2-one (A) +



(+−)-(1E)-1-



(2,6,6-trimethyl-



2-cyclohexen-1-



yl)-1-penten-3-



one (B)


Bottom
(+−)-8-
236
42.22
7.59
2.09E−02
2.02E+03



methoxycedrane


Bottom
(+−)-(3E)-3-
206
36.33
4.83
1.92E−04
1.89E+05



methyl-4-(2,6,6-



trimethyl-2-



cyclohexen-1-yl)-



3-buten-2-one (A) +



(+−)-(1E)-1-



(2,6,6-trimethyl-



2-cyclohexen-1-



yl)-1-penten-3-



one (B)


Bottom
(+−)-7-
188
35.54
2.19
2.66E−02
1.34E+03



METHOXY-3,7-



DIMETHYL-2-



OCTANOL


Bottom
(3E)-4-(2,6,6-
192
35.41
3.88
3.58E−05
9.89E+05



trimethyl-1-



cyclohexen-1-yl)-



3-buten-2-one


Bottom
(+−)-(E)-3-
206
34.78
4.09
2.15E−04
1.62E+05



METHYL-4-



(2,6,6-



TRIMETHYL-2-



CYCLOHEXEN-



1-YL)-3-BUTEN-



2-ONE (A) + (E)-



1-(2,6,6-



TRIMETHYL-2-



CYCLOHEXEN-



1-YL)-1-



PENTEN-3-ONE



(B) + (+−)-(E)-1-



(2,2-



DIMETHYL-6-



METHYLENE-1-



CYCLOHEXYL)-



1-PENTEN-3-



ONE (C) + (E)-1-



(2,6,6-



TRIMETHYL-1-



CYCLOHEXEN-



1-YL)-1-



PENTEN-3-ONE



(D)


Bottom
(+−)-(3E)-3-
206
34.44
4.28
1.70E−04
2.03E+05



methyl-4-(2,6,6-



trimethyl-2-



cyclohexen-1-yl)-



3-buten-2-one (A) +



(+−)-(1E)-1-



(2,6,6-trimethyl-



2-cyclohexen-1-



yl)-1-penten-3-



one (B)


Bottom
BENZYL (E)-2-
190
33.88
3.32
3.07E−04
1.11E+05



METHYL-2-



BUTENOATE


Bottom
(+−)-2,4-
204
32.53
2.44
2.43E−04
1.34E+05



dimethyl-



4,4a,5,9b-



tetrahydroindeno[1,



2-d][1,3]dioxine



(ISOMER A) +



(+−)-2,4-



dimethyl-



4,4a,5,9b-



tetrahydroindeno[1,



2-d][1,3]dioxine



(ISOMER B) (A +



B)


Bottom
1,2,3,5,6,7-
207
29.81
3.65
4.57E−03
6.52E+03



HEXAHYDRO-



1,1,2,3,3-



PENTAMETHYL-



4-INDENONE


Bottom
(+−)-(6RS,10RS)-
220
22.40
5.40
5.59E−03
4.01E+03



2,2,8,10-



tetramethylspiro[5.5]undec-



8-en-1-



one (A) + (+−)-



(6RS,10SR)-



2,2,8,10-



tetramethylspiro[5.5]undec-



8-en-1-



one (B) +



(6RS,7RS)-



2,2,7,9-



tetramethylspiro[5.5]undec-



8-en-1-



one (C) +



(6RS,7SR)-



2,2,7,9-



tetramethylspiro[5.5]undec-



8-en-1-



one (D)


Bottom
(+−)-(E)-4-(2,2,C-
208
20.50
4.62
5.14E−04
3.99E+04



3,T-6-



TETRAMETHYL-



R-1-



CYCLOHEXYL)-



3-BUTEN-2-



ONE


Bottom
(+−)-(E)-4-(2,2,C-
208
20.50
4.62
5.14E−04
3.99E+04



3,T-6-



TETRAMETHYL-



R-1-



CYCLOHEXYL)-



3-BUTEN-2-



ONE (A) + (+−)-



(E)-4-(2,2,T-3,T-



6-



TETRAMETHYL-



R-1-



CYCLOHEXYL)-



3-BUTEN-2-



ONE (B)


Bottom
(E)-3-METHYL-
208
20.41
4.33
9.56E−05
2.13E+05



5-(2,2,3-



TRIMETHYL-3-



CYCLOPENTEN-



1-YL)-4-



PENTEN-2-OL


Bottom
(2R,4E)-3,3-
222
16.31
4.77
7.11E−05
2.29E+05



dimethyl-5-[(1R)-



2,2,3-trimethyl-3-



cyclopenten-1-



yl]-4-penten-2-ol



(A) + (2S,4E)-



3,3-dimethyl-5-



[(1R)-2,2,3-



trimethyl-3-



cyclopenten-1-



yl]-4-penten-2-ol



(B)


Bottom
5,5,8a-
238
14.41
5.50
4.19E−04
3.44E+04



trimethyldecahydro-



2-naphthalenyl



acetate


Bottom
(2RS,4aRS,8aSR)-
238
14.41
5.50
4.19E−04
3.44E+04



5,5,8a-



trimethyldecahydro-



2-naphthalenyl



acetate


Bottom
(+−)-3,6,8,8-
222
11.83
5.39
3.38E−02
3.51E+02



tetramethyloctahydro-



1H-3a,7-



methanoazulen-6-



ol


Bottom
(+−)-1-
234
10.59
5.55
2.59E−04
4.09E+04



(OCTAHYDRO-



2,3,8,8-



TETRAME-2-



NAPHTHALEN



YL)-1-



ETHANONE



(DOUBLE



BOND: 4A,5 (A) +



4,4A (B) +



4A,8A (C)


Bottom
3aRS,5aSR,9aSR,
236
9.23
6.93
2.16E−03
4.28E+03



9bSR)-3a,6,6,9a-



tetramethyldodecahydronaphtho[2,



1-b]furan


Bottom
(1RS,6RS,11RS)-
264
8.25
6.44
3.79E−03
2.18E+03



2,2,9,11-



tetramethylspiro[5.5]undec-



8-en-1-



yl acetate


Bottom
(−)-
236
8.02
6.87
1.08E−05
7.45E+05



(3aR,5aS,9aS,9bR)-



3a,6,6,9a-



tetramethyldodecahydronaphtho[2,



1-b]furan


Bottom
(+−)-1-
234
7.59
5.24
4.24E−04
1.79E+04



(OCTAHYDRO-



2,3,8,8-



TETRAME-2-



NAPHTHALENYL)-



1-



ETHANONE



(DOUBLE



BOND: 4A,5 (A) +



4,4A (B) +



4A,8A (C)


Bottom
(+−)-(4Z,8E)-
220
7.11
4.88
7.14E−03
9.96E+02



1,5,8-trimethyl-



13-



oxabicyclo[10.1.0]trideca-



4,8-diene



(A) + (+−)-



(4Z,8E)-1,4,8-



trimethyl-13-



oxabicyclo[10.1.0]trideca-



4,8-diene



(B)


Bottom
(1S,4S,9S,10R,13R)-
278
6.77
4.59
4.36E−04
1.55E+04



5,5,9,13-



tetramethyl-



14,16-



dioxatetracyclo[11.2.1.0~1,



10~.0~4,



9~]hexadecane



(A) +



(1R,4S,9S,10R,13S)-



5,5,9,13-



tetramethyl-



14,16-



dioxatetracyclo[11.2.1.0~1,



10~.0~4,



9~]hexadecane



(B)


Bottom
(ETHOXYMETHOXY)CYCLODODECANE
242
6.63
6.59
8.90E−02
7.45E+01


Bottom
(+−)-3-methyl-5-
210
5.22
4.68
1.52E−03
3.43E+03



(2,2,3-trimethyl-



3-cyclopenten-1-



yl)-2-pentanol


Bottom
(2S)-2-methyl-4-
208
5.04
4.43
1.70E−05
2.97E+05



[(1R)-2,2,3-



trimethyl-3-



cyclopenten-1-



yl]-4-penten-1-ol



(A) + (2R)-2-



methyl-4-[(1R)-



2,2,3-trimethyl-3-



cyclopenten-1-



yl]-4-penten-1-ol



(B)


Bottom
(+−)-(1-
256
5.04
6.68
2.51E−02
2.01E+02



ethoxyethoxy)cyclododecane


Bottom
(+)-(1R,7R)-
190
4.86
3.00
2.86E−05
1.70E+05



10,10-



DIMETHYL-



TRICYCLO[7.1.1.0(2,



7)]UNDEC-



2-EN-4-ONE


Bottom
(+)-
218
4.14
4.39
6.32E−04
6.54E+03



(1S,2S,3S,5R)-



2,6,6-



trimethylspiro[bicyclo[3.1.1]heptane-



3,1′-



cyclohexane]-2′-



en-4′-one


Bottom
2-(2,4-
266
3.82
6.50
1.67E−03
2.28E+03



DIMETHYL-3-



CYCLOHEXEN-



1-YL)-5-



METHYL-5-(1-



METHYLPROPYL)-



1,3-



DIOXANE


Bottom
(+−)-2-ETHYL-4-
208
3.69
4.39
7.80E−05
4.73E+04



(2,2,3-



TRIMETHYL-3-



CYCLOPENTEN-



1-YL)-2-



BUTEN-1-OL


Bottom
(+−)-1-(2,2,3,6-
240
3.42
5.96
4.05E−04
8.44E+03



TETRAMETHYL-



CYCLOHEXYL)-



3-HEXANOL


Bottom
9-ACETYL-8-
246
3.21
5.84
1.43E−03
2.25E+03



CEDRENE +



CEDARWOOD



SESQUITERPENES


Bottom
(+−)-(1E)-1-
232
3.01
4.86
7.14E−03
4.22E+02



(2,6,6-trimethyl-



2-cyclohexen-1-



yl)-1,6-heptadien-



3-one (A) + (1E)-



1-(2,6,6-



trimethyl-1-



cyclohexen-1-yl)-



1,6-heptadien-3-



one (B)


Bottom
(−)-(2E)-2-ethyl-
208
2.75
4.44
2.41E−05
1.14E+05



4-[(1R)-2,2,3-



trimethyl-3-



cyclopenten-1-



yl]-2-buten-1-ol


Bottom
1-[(1RS,6SR)-
226
2.34
5.42
5.92E−04
3.95E+03



2,2,6-



trimethylcyclohexyl]-



3-hexanol


Bottom
(3R)-1-[(1R,6S)-
226
2.20
5.52
4.40E−04
5.00E+03



2,2,6-



trimethylcyclohexyl]-



3-hexanol (A) +



(3S)-1-



[(1R,6S)-2,2,6-



trimethylcyclohexyl]-



3-hexanol (B) +



(3R)-1-



[(1S,6S)-2,2,6-



trimethylcyclohexyl]-



3-hexanol (C)


Bottom
(−)-
236
2.19
6.88
1.31E−05
1.68E+05



(3aR,5aS,9aS,9bR)-



3a,6,6,9a-



tetramethyldodecahydronaphtho[2,



1-b]furan


Bottom
(3aRS,5aSR,9aSR,
236
2.19
5.95
6.49E−05
3.37E+04



9bRS)-3a,6,6,9a-



tetramethyldodecahydronaphtho[2,



1-b]furan (A) +



(3aRS,5aSR,9aSR,



9bSR)-3a,6,6,9a-



tetramethyldodecahydronaphtho[2,



1-b]furan (B)


Bottom
(−)-
236
2.19
6.85
3.94E−05
5.56E+04



(3aR,5aS,9aS,9bR)-



3a,6,6,9a-



tetramethyldodecahydronaphtho[2,



1-b]furan


Bottom
(+−)-1-
234
1.85
5.82
5.57E−04
3.33E+03



(OCTAHYDRO-



2,3,8,8-



TETRAME-2-



NAPHTHALENYL)-



1-



ETHANONE



(DOUBLE



BOND: 4A,5 (A) +



4,4A (B) +



4A,8A (C)


Bottom
(1′S,3′R)-{1-
222
1.74
4.82
2.18E−06
8.01E+05



METHYL-2-



[(1′,2′,2′-



TRIMETHYLBICYCLO[3.1.0]HEX-



3′-



YL)METHYL]CYCLOPROPYL}METHANOL


Bottom
(+)-METHYL
226
1.71
2.95
2.82E−04
6.06E+03



(1R)-CIS-3-



OXO-2-



PENTYL-1-



CYCLOPENTANEACETATE


Bottom
2/3/4-(5,5,6-
236
1.38
5.23
7.70E−04
1.79E+03



TRIMETHYLBICYCLO[2.2.1]HEPT-



2-YL)-1-



CYCLOHEXANOL



(A/B/C) + 2-



(1,7,7-



TRIMETHYLBICYCLO[2.2.1]HEPT-



2-YL)-1-



CYCLOHEXANOL



(D)


Bottom
1-(2,6,10-
246
1.24
5.94
3.88E−04
3.19E+03



TRIMETHYL-



1(2),5,9-



CYCLODODECATRIEN-



1-YL)-



1-ETHANONE +



1-(6,10-



DIMETHYL-2-



METHYLENE-



5,9-..)-1-E...


Bottom
(−)-
278
0.00
4.23
3.90E−06
6.26E+02



(1R,3S,7R,8R,10S,



13R)-



5,5,7,9,9,13-



HEXAMETHYL-



4,6-



DIOXATETRACYCLO[6.5.1.0(1,



10).0(3,7)]TETRADECANE









Publications cited throughout this document are hereby incorporated by reference in their entirety. Although the various aspects of the invention have been illustrated above by reference to examples and preferred embodiments, it will be appreciated that the scope of the invention is defined not by the foregoing description but by the following claims properly construed under principles of patent law.

Claims
  • 1. A perfume composition comprising at least two perfuming accords, wherein a first perfume accord of the at least two perfuming accords comprises perfuming compounds dominated by a first olfactive note selected from the group consisting of: floral, water, green, fruity and citrus olfactive notes,wherein a second perfume accord of the at least two perfuming accords comprises perfuming compounds dominated by a second olfactive note selected from the group consisting of floral, fruity, citrus, sweet, oriental, and woody olfactive notes,wherein the first and second olfactive notes are contrasting notes,wherein the contrasting notes are olfactive notes separated by at least one adjacent olfactive note on the fragrance wheel shown in FIG. 1,wherein the first perfume accord is present in the perfume composition in an amount sufficient for the first olfactive note to be perceived by a subject at a first time,wherein the second perfume accord is present in the perfume composition in an amount sufficient for the second olfactive note to be perceived by a subject at a second time, andwherein the perception of the first olfactive note and the second olfactive note is at a level sufficient to reduce, prevent, or suppress a reduced perception of the perfume composition by the subject over time.
  • 2. The perfume composition of claim 1, wherein the second time is after the first time.
  • 3. The perfume composition of claim 1, wherein the first perfume accord comprises perfuming compounds having a volatility ranging from 70,000 to 100 μg/l in air.
  • 4. The perfume composition of claim 1, wherein the second perfume accord comprises perfuming compounds having a volatility ranging from 99 to 50 μg/l in air.
  • 5. The perfume composition of claim 1, wherein the perfume composition further comprises a third perfume accord comprising perfuming compounds dominated by a third olfactive note, wherein the third perfume accord is present in the perfume composition in an amount sufficient for the third olfactive note to be perceived by a subject at a third time; wherein the third olfactive note is selected from the group consisting of floral, fruity, citrus, sweet, oriental, and woody olfactive notes.
  • 6. The perfume composition of claim 5, wherein the third time is after the second time.
  • 7. The perfume composition of claim 5, wherein the third perfume accord comprises perfuming compounds having a volatility ranging from 49 to 0.1 μg/l in air.
  • 8. The perfume composition of claim 1, wherein the sufficient amount of the first perfume accord is from 30% to 70% by weight of the perfume composition.
  • 9. The perfume composition of claim 1, wherein the sufficient amount of the second perfume accord is from 30% to 70% by weight of the perfume composition.
  • 10. The perfume composition of claim 5, wherein the sufficient amount of the third perfume accord is from 30% to 70% by weight of the perfume composition.
  • 11. The perfume composition of claim 1, wherein the first perfume accord and the second perfume accord are present in the perfume composition in a weight ratio ranging from 3:1 to 1:3.
  • 12. The perfume composition of claim 1, wherein the first perfume accord and the second perfume accord are present in the perfume composition at a weight ratio of 1:1.
  • 13. The perfume composition of claim 5, wherein the first perfume accord the second perfume accord, and the third perfume accord are present in the perfume composition at a weight ratio of 1:1:1.
  • 14. The perfume composition of claim 1, wherein the perception of the second olfactive note after the first olfactive note is at a level sufficient to reduce, prevent, or suppress a reduced perception of the perfume composition by the subject over time.
  • 15. The perfume composition of claim 5, wherein the perception of the first olfactive note, the second olfactive note, and the third olfactive note is at a level sufficient to reduce, prevent, or suppress a reduced perception of the perfume composition by the subject over time.
Priority Claims (1)
Number Date Country Kind
16203542 Dec 2016 EP regional
CROSS-REFERENCE

This application is a 371 filing of International Patent Application PCT/EP2017/066264 filed 30 Jun. 2017, which claims the benefit of U.S. provisional patent application 62/357,317, filed 30 Jun. 2016, and EP application no. 16203542.2, filed 12 Dec. 2016, the contents of which are hereby incorporated by reference in their entirety.

PCT Information
Filing Document Filing Date Country Kind
PCT/EP2017/066264 6/30/2017 WO
Publishing Document Publishing Date Country Kind
WO2018/002298 1/4/2018 WO A
US Referenced Citations (4)
Number Name Date Kind
9540589 Angel Jan 2017 B2
20020159916 Whitby Oct 2002 A1
20150016464 Chan et al. Jan 2015 A1
20150164764 Bonnet et al. Jun 2015 A1
Foreign Referenced Citations (3)
Number Date Country
2810663 Dec 2014 EP
3103523 Dec 2016 EP
2003190264 Jul 2003 JP
Non-Patent Literature Citations (2)
Entry
Morata, Red Wine Technology, 2018, p. 133 (Year: 2018).
International Search Report and Written Opinion, for International Application No. PCT/EP2017/066264, dated Oct. 19, 2017.
Related Publications (1)
Number Date Country
20190264133 A1 Aug 2019 US
Provisional Applications (1)
Number Date Country
62357317 Jun 2016 US