Method of tobacco sucker inhibition

Information

  • Patent Grant
  • 4029490
  • Patent Number
    4,029,490
  • Date Filed
    Monday, August 4, 1975
    49 years ago
  • Date Issued
    Tuesday, June 14, 1977
    47 years ago
Abstract
The inhibition of the growth of tobacco plant suckers by the application to the tobacco plant of benzylthiolcarbamate having the formula, ##STR1## wherein R.sub.1 and R.sub.2 are selected from the group consisting of acetyl, cyclohexyl, and C.sub.1.sub.-6 alkyl group;X and Y are selected from the group consisting of nitro, acetyl, amino,C.sub.1.sub.-3 alkylC.sub.1.sub.-3 alkoxyl, and halogen; andm and n are 0 or 1.
Description

BACKGROUND OF THE INVENTION
1. Field of the Invention
This invention relates to a method for inhibiting the growth of tobacco suckers. More particularly, it relates to a method for chemically treating tobacco plants to inhibit the growth of tobacco sucker.
2. Description of the Prior Art
In the culturing of tobacco, sucker development causes a decrease in the effective yield of tobacco leaves and in the quality of the leaves. Thus, removal of the suckers from the plants is an indispensable operation. In the past, removal of the suckers by hand has been a laborious and time-consuming process. A need, therefore, exists for an effective means of chemically treating tobacco plants to inhibit the growth of tobacco suckers.
SUMMARY OF THE INVENTION
Accordingly, one object of this invention is to provide a method for inhibiting tobacco sucker without causing chemical injury to useful tobacco leaves.
This object and other objects of this invention as hereinafter will become readily apparent can be achieved by providing a method of inhibiting tobacco sucker which comprises applying benzylthiolcarbamate having the formula, ##STR2## wherein R.sub.1 and R.sub.2 are C.sub.1.sub.-6 alkyl groups, the acetyl group or the cyclohexyl group;
X and Y are C.sub.1.sub.-3 alkyl groups,
C.sub.1.sub.-3 alkoxy groups, the nitro group, the acetyl group, the amino group or a halogen atom;
And m and n are 0 or 1, to tobacco plants.
DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS
It is preferable in the method of this invention to apply a tobacco sucker inhibitory amount of N,N-dialkylbenzylthiolcarbamate having the formula, ##STR3## wherein R.sub.1 ' and R.sub.2 ' are C.sub.1.sub.-6 alkyl groups and
Z is a hydrogen atom, a methyl group, a chlorine atom or a fluorine atom;
to the stems and leaves of tobacco plants, preferably at the topping stage of growth of the suckers. It is especially preferably to apply a tobacco sucker inhibitory amount of a composition consisting of (A) said N,N-dialkylbenzylthiolcarbamate and (B) (a) an alkyl N-phenylcarbamate such as isopropyl N-phenylcarbamate, isopropyl N-(3-chlorophenyl) carbamate, isopropyl N-(3-methylphenyl) carbamate, and sec-butyl N-(3-methylphenyl) carbamate; or (b) a 2,6-dinitro-4-substituted aniline derivative such as N-sec-butyl-4-tert-butyl-2,6 -dinitroaniline, N,N-di-n-propyl-4-trifluoromethyl-2,6 -dinitroaniline and N,N-di-n-propyl-4-methylsulfonyl-2,6 -dinitroaniline to the tobacco plants.
In the benzylthiolcarbamates (1) and N,N-dialkylbenzylthiolcarbamates (2), suitable R.sub.1, R.sub.2, R.sub.1 ' and R.sub.2 ' groups include C.sub.1.sub.-6 alkyl groups such as methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, pentyl and hexyl, and suitable X and Y groups include C.sub.1.sub.-3 alkyl groups such as methyl, ethyl, n-propyl and isopropyl groups and C.sub.1.sub.-3 alkoxyl groups such as methoxy, ethoxy, n-propoxy and iso-propoxy groups.
Generally, the benzylthiolcarbamate or a composition thereof is applied in the form of a solution, an emulsion or a dispersion to tobacco plants in the topping stage of growth. It is especially preferable to apply the composition to the stems and leaves near the suckers of the topped tobacco plants or the plants on which the flower buds have newly formed.
The benzylthiolcarbamates can be prepared by reacting;
(1) a benzylmercaptan having the formula ##STR4## with a carbamoylhalide having the formula ##STR5## wherein X, Y, m, n, R.sub.1 and R.sub.2 are defined as above, and A.sub.1 represents a halogen atom in the presence of an alkali; or
(2) a benzylthiocarbonylhalide having the formula ##STR6## with an amine having the formula
HNR.sub.1 R.sub.2
wherein X, Y, m, n, R.sub.1, R.sub.2 and A.sub.1 are defined as above in the presence of an alkali; or
(3) a benzylhalide having the formula ##STR7## with a thiolcarbamate having the formula ##STR8## wherein X, Y, m, n, R.sub.1, R.sub.2 and A.sub.1 are defined as above and A.sub.2 represents an alkali metal, the ammonium group or a lower alkyl ammonium group.
The concentrations of the active ingredients and the amount of active ingredient used for each tobacco plant are dependent upon the varieties of tobacco, growth conditions and methods of application of the composition. When a benzylthiolcarbamate is applied to the plants without an auxiliary active ingredient, the concentrations of the active ingredient in the composition range from 100-10,000 ppm, preferably 1,000-5,000 ppm.
When N,N-dialkylbenzylthiolcarbamate is applied to the tobacco plants with an alkyl N-phenylcarbamate or a 2,6-dinitro-4-substituted aniline derivative, the concentration of each compound in the composition is in the range of 50-4,000 ppm, preferably 500-3,000 ppm.
The amounts of the aqueous composition applied to each tobacco plant is in the range of 1-100 ml, preferably 10-100 ml, especially, 20-50 ml. The ratio of the active ingredient to the auxiliary active ingredient is not limited, and it is preferably in the range of 0.05-16, especially 0.1-6 parts by weight of alkyl-N-phenylcarbamate or a 2,6-dinitro- 4-substituted aniline derivative per 1 part by weight of N,N-dialkylbenzylthiolcarbamate.
The compositions of this invention can be prepared by dispersing said active ingredient in water, or by admixing the active ingredient with an inert solid carrier such as talc, kaolin, bentonite, Zeeklite, starch or the like, or with an inert liquid carrier such as an alcohol, acetone, xylene, benzene, solvent naphtha, isophorone or the like. In addition, the compositions can contain a surfactant such as sodium alkylbenzenesulfonate, sodium higher alcohol sulfonate, polyoxyethylene alkylacryl ether, polyoxyethyleneglycol alkyl ether, calcium ligninesulfonate, polyvinylalcohol or the like in order to disperse the mixture in water.
When the tobacco plants are fully grown, the suckers of the plants begin to sprout. The growth of the suckers is promoted by a topping treatment. Usually, the sucker inhibitors are applied to the plants with the topping treatment. However, the sucker inhibitors can also be effectively applied to the plants during the growth of the suckers. If the active ingredient in the compositions of this invention is applied to the stems and leaves of the tobacco plants near the suckers, sprouting and growth of the suckers can be inhibited without chemical injury to the useful tobacco leaves. Thus, the application of the compositions is remarkably effective for the culture of tobacco.
Having generally described this invention, a further understanding can be obtained by reference to certain specific examples which are provided herein for purposes of illustration only and are not intended to be limiting unless otherwise specified.





The following examples show some of the typical formulations of this invention and the test results from the application of the compositions to tobacco plants. These results include the sucker inhibitory effects of the compositions and the extent of chemical injury to the plants.
EXAMPLE 1
In a pot having a diameter of 15 cm, tobacco (var: Bright yellow) was cultured. When the tobacco had grown to a height of about 40 cm and had grown 7-8 nodes, the tobacco was topped. An aqueous dispersion containing 1000 ppm of an active ingredient was sprayed on the stems and leaves of the tobacco plants in quantities of 20 ml per plant. After 20 days from the date of application of the spray, the suckers were removed from the plants and collected.
The weight of the fresh suckers was measured, and the extent of chemical injury to the leaves was observed. The percent sucker inhibition was calculated by the following equation. ##EQU1##
The results of the experiment are shown in Table I In the untreated pot (Control-1), water was applied instead of the dispersion of the active ingredient. In the table, the compounds used as the active ingredients are shown with their boiling points.
Table I______________________________________ SuckerCompound Inhibition ChemicalNo. Active ingredient (%) Injury______________________________________1 benzyl N,N-di-n-propylthiol- 100 none carbamate2 2-methylbenzyl-N,N-di-n- propylthiolcarbamate 100 none (b.p. 158-162.degree. C./2 mmHg)3 3-methylbenzyl-N,N-di-n- propylthiolcarbamate 100 none (b.p. 154-156.degree. C./1.5 mmHg)4 4-methylbenzyl-N,N-di-n- propylthiolcarbamate 100 none (b.p. 147-149.degree. C./1 mmHg)5 2-chlorobenzyl-N,N-di-n- propylthiolcarbamate 100 none (b.p. 162-165.degree. C./2 -6 4-chlorobenzyl-N,N-di-n- propylthiolcarbamate 100 none (b.p. 163-166.degree. C./1.5 mmHg)7 2-fluorobenzyl-N,N-di-n- propylthiolcarbamate 100 none (b.p. 154-158.degree. C./2 mmHg)8 4-fluorobenzyl-N,N-di-n- propylthiolcarbamate 100 none (b.p. 155-160.degree. C./2 mmHg)9 2-methyl-5-chlorobenzyl- N,N-di-n-propylthiolcarbamate 100 none10 2-methoxy-5-chlorobenzyl- N,N-di-n-propylthiolcarbamate 100 none11 2-methyl-3-bromobenzyl- N,N-di-n-propylthiolcarbamate 100 none12 4-nitrobenzyl-N,N-di-n- propylthiolcarbamate 100 none13 2-methyl-5-nitrobenzyl N,N- di-n-propylthiolcarbamate 100 none14 4-aminobenzyl-N,N-di-n- propylthiolcarbamate 100 none15 2,5-dichlorobenzyl-N,N-di- n-propylthiolcarbamate 100 none16 2,4-dimethylbenzyl-N,N-di- n-propylthiolcarbamate 100 none17 3-chloro-4-methylbenzyl-N,N- di-n-propylthiolcarbamate 100 none18 2-methoxy-5-bromobenzyl- N,N-di-n-propylthiolcarbamate 100 none19 2-ethoxy-5-chlorobenzyl-N,N- di-n-propylthiolcarbamate 100 none20 3-acetylbenzyl-N,N-di- n-propylthiolcarbamate 100 none21 2-ethoxybenzyl-N,N- dimethylthiolcarbamate 100 none22 2,5-dimethoxybenzyl-N,N- dimethylthiolcarbamate 100 none23 2-methoxy-5-chlorobenzyl- N,N-dimethylthiolcarbamate 100 small24 2-ethylbenzyl-N,N-diethyl- thiolcarbamate 100 none25 benzyl N,N-diethylthiol- carbamate 100 none26 4-chlorobenzyl-N,N- diethylthiolcarbamate 100 none27 benzyl N,N-di-n- butylthiolcarbamate 100 none28 2-chlorobenzyl-N,N-di-n- butylthiolcarbamate 100 none29 4-methylbenzyl-N,N-di-n- butylthiolcarbamate 100 none30 2-methyl-5-chlorobenzyl- N,N-di-iso-propylthiol- carbamate 100 none31 4-fluorobenzyl-N,N-di-iso- propylthiolcarbamate 100 none32 4-chlorobenzyl N-methyl- N-acetylthiolcarbamate 100 none33 benzyl-N-ethyl-N-acetyl- thiolcarbamate 100 none34 4-chlorobenzyl-N-ethyl-N- acetylthiolcarbamate 100 none35 benzyl-N-ethyl-N- cyclohexylthiolcarbamate 100 none36 2,5-dichlorobenzyl-N-ethyl- N-cyclohexylthiolcarbamate 100 none37 benzyl-N-methyl-N- cyclohexylthiolcarbamate 100 none38 4-chlorobenzyl-N-methyl-N- cyclohexylthiolcarbamate 100 none39 2,5-dichlorobenzyl-N- methyl-N-cyclohexyl- thiolcarbamate 100 none40 2-methylbenzyl-N-methyl- N-cyclohexylthiolcarbamate 100 none41 4-methylbenzyl-N-methyl- N-cyclohexylthiolcarbamate 100 none Cont. 1 none 0 none______________________________________
EXAMPLE 2
In accordance with the method of Experiment 1 further tobacco sucker inhibition tests were conducted except that the concentration of the active ingredients in the solutions applied to the plants was 250,500 and 2000 ppm. The results of the example are shown in Table II.
Table II______________________________________ Concent- suckerTest ration inhibition ChemicalNo. Active ingredient (ppm) (%) Injury______________________________________2 - 1 Compound 1 2,000 100 none 500 100 " 250 100 "2 - 2 Compound 2 2,000 100 none 500 100 " 250 100 "2 - 3 Compound 3 2,000 100 none 500 100 " 250 100 "2 - 4 Compound 4 2,000 100 none 500 100 " 250 100 "2 - 5 Compound 5 2,000 100 none 500 100 " 250 100 "2 - 6 Compound 6 2,000 100 none 500 100 " 250 100 "2 - 7 Compound 7 2,000 100 none 500 100 " 250 100 "2 - 8 Compound 8 2,000 100 none 500 100 " 250 100 "2 - 9 Compound 9 2,000 100 small 500 100 none 250 100 " Control 1 -- 0 none______________________________________
EXAMPLE 3
In a pot having a diameter of 15 cm, a tobacco (var: Bright yellow) was cultured.
When the tobacco had grown to a height of about 1 m when 20-25 nodes had grown, and when from 1-2 to two flower buds had bloomed, the tobacco was topped.
When the suckers had grown to a length of to 2-3 cm after 7 days from topping, various concentrations of each active ingredient in aqueous dispersions were sprayed onto the stems and leaves of tobacco plants in quantities of 20 ml per plant.
In a comparative test, (Control-2), a 58% aqueous dispersion of the diethanolamine salt of maleic hydrazide was sprayed onto the stems and leaves of tobacco plants. Twenty days after the day of application, the percent of sucker inhibition and the extent of chemical injury were measured in accordance with the method of Experiment 1. The results are shown in Table III. The concentration of Test Nos. 3-10 is in terms of maleic hydrazide in Table III.
Table III______________________________________ Concent- suckerTest ration inhibition ChemicalNo. Active ingredient (ppm) (%) injury______________________________________3 - 1 Compound 1 4,000 100 none 2,000 100 " 1,000 100 " 500 100 "3 - 2 Compound 2 4,000 100 none 2,000 100 " 1,000 100 " 500 100 "3 - 3 Compound 3 4,000 100 small 2,000 100 small 1,000 100 none 500 100 "3 - 4 Compound 4 4,000 100 none 2,000 100 " 1,000 100 " 500 100 "3 - 5 Compound 5 4,000 100 none 2,000 100 " 1,000 100 " 500 100 "3 - 6 Compound 6 4,000 100 none 2,000 100 " 1,000 100 " 500 100 "3 - 7 Compound 7 4,000 100 none 2,000 100 " 1,000 100 " 500 100 "3 - 8 Compound 8 4,000 100 none 2,000 100 " 1,000 100 " 500 100 "3 - 9 Compound 9 4,000 100 none 2,000 100 " 1,000 100 " 500 100 "3 - 10 Control 2 4,000 69 small maleic hydrazide 2,000 41 none 1,000 51 " Control 1 none -- 0 none______________________________________
EXAMPLE 4
In a pot of 1/2000 are (1/81000 acre) on a wet field, tobacco (var: Bright yellow) was cultured.
When the tobacco had grown to a height of about 1 m, and when the flower buds had just begun to bloom, the tobacco was topped. This tobacco was used for the tests.
The tobacco was planted in quantities of 1 plant per pot, and the tests were conducted twice. The active ingredients and the auxiliary active ingredients were formulated as follows:
(1) Active ingredient-- N,N-dialkylbenzylthiolcarbamate:
(a) 20 parts by weight N,N-dialkylbenzylthiolcarbamate
(b) 70 parts by weight xylene, and
(c) 10 parts by weight polyoxyethylene laurylether were mixed and the mixture was emulsified for each of the desired concentration;
(2) Auxiliary active ingredient: an alkyl-N-phenylcarbamate or a 4-substituted aniline derivative.
An emulsion of the auxiliary active ingredient was prepared in accordance with the method shown above except that N,N-dialkylbenzylthiolcarbamate was replaced with an alkyl-N-phenylcarbamate or a 2,6-dinitro-4-substituted aniline derivative.
In order to test the differences in effectiveness between the active ingredients of this invention, and especially the special effectiveness of the compositions containing the active ingredient and the auxiliary active ingredient, the sucker inhibition percentage was measured 50 days after the date of application of sprays containing the compositions indicated. The results are shown in Tables IV-X.
Table IV__________________________________________________________________________ concent- concent- SuckerTest Active ration Auxiliary active ration inhibitionNo. ingredient (ppm) ingredient (ppm) (%)__________________________________________________________________________Control 1 -- 0 -- 0 0Control 2 maleic hydrazide 4000 95 2000 63 1000 254 - 0 0 Isopropyl-N- 4000 69 (3-chlorophenyl) 2000 53 carbamate 1000 414 - 1 Compound 1 4,000 0 75 2,000 " 1000 100 1,000 1000 100 500 1000 1004 - 2 Compound 2 4,000 0 84 2,000 1000 100 1,000 " 1000 100 500 1000 1004 - 3 Compound 3 4,000 0 81 2,000 1000 100 1,000 " 1000 100 500 1000 1004 - 4 Compound 4 4,000 0 73 2,000 1000 100 1,000 " 1000 100 500 1000 1004 - 5 Compound 5 4,000 0 82 2,000 1000 100 1,000 " 1000 100 500 1000 1004 - 6 Compound 6 4,000 0 84 2,000 1000 100 1,000 " 1000 100 500 1000 1004 - 7 Compound 7 4,000 0 78 2,000 1000 100 1,000 " 1000 100 500 1000 1004 - 8 Compound 8 4,000 0 77 2,000 1000 100 1,000 " 1000 100 500 1000 100__________________________________________________________________________
Table V__________________________________________________________________________ Concent- Concent- SuckerTest Active ration Auxiliary active ration inhibitionNo. ingredient (ppm) ingredient (ppm) (%)__________________________________________________________________________5 - 0 0 Isopropyl N- 4,000 46 phenylcarbamate 2,000 31 1,000 185 - 1 Compound 1 2,000 1,000 100 1,000 " 1,000 100 500 1,000 915 - 2 Compound 2 2,000 1,000 100 1,000 " 1,000 100 500 1,000 945 - 3 Compound 3 2,000 1,000 100 1,000 " 1,000 100 500 1,000 885 - 4 Compound 4 2,000 1,000 98 1,000 " 1,000 94 500 1,000 725 - 5 Compound 5 2,000 1,000 100 1,000 " 1,000 100 500 1,000 925 - 6 Compound 6 2,000 1,000 100 1,000 " 1,000 92 500 1,000 855 - 7 Compound 7 2,000 1,000 100 1,000 " 1,000 100 500 1,000 905 - 8 Compound 8 2,000 1,000 93 1,000 " 1,000 87 500 1,000 75__________________________________________________________________________
Table VI______________________________________ Active Concent- Concent- suckerTest ingre- ration Auxiliary active ration inhibitionNo. dient (ppm) ingredient (ppm) (%)______________________________________6 - 0 Isopropyl N- 4,000 72 (3-methylphenyl) 2,000 56 0 carbamate 1,000 436 - 1 Com- 2,000 1,000 100 pound 1,000 " 1,000 100 1 500 1,000 966 - 2 Com- 2,000 1,000 100 pound 1,000 " 1,000 100 2 500 1,000 1006 - 3 Com- 2,000 1,000 100 pound 1,000 " 1,000 100 3 500 1,000 1006 - 4 Com- 2,000 1,000 100 pound 1,000 " 1,000 100 4 500 1,000 956 - 5 Com- 2,000 1,000 100 pound 1,000 " 1,000 100 5 500 1,000 1006 - 6 Com- 2,000 1,000 100 pound 1,000 " 1,000 100 6 500 1,000 1006 - 7 Com- 2,000 1,000 100 pound 1,000 " 1,000 100 500 1,000 1006 - 8 Com- 2,000 1,000 100 pound 1,000 " 1,000 100 8 500 1,000 89______________________________________
Table VII__________________________________________________________________________ Concen- Concent- suckerTest Active tration Auxiliary active ration inhibitionNo. ingredient (ppm) ingredient (ppm) (%)__________________________________________________________________________7 - 0 sec-butyl N- 4,000 66 (3-methylphenyl) 2,000 44 0 carbamate 1,000 287 - 1 Compound 1 2,000 1,000 100 1,000 " 1,000 100 500 1,000 987 - 2 Compound 2 2,000 1,000 100 1,000 " 1,000 100 500 1,000 987 - 3 Compound 3 2,000 1,000 100 1,000 " 1,000 100 500 1,000 927 - 4 Compound 4 2,000 1,000 100 1,000 " 1,000 100 500 1,000 887 - 5 Compound 5 2,000 1,000 100 1,000 " 1,000 100 500 1,000 967 - 6 Compound 6 2,000 1,000 100 1,000 " 1,000 96 500 1,000 977 - 7 Compound 7 2,000 1,000 100 1,000 " 1,000 100 500 1,000 897 - 8 Compound 8 2,000 1,000 100 1,000 " 1,000 91 500 1,000 87__________________________________________________________________________
Table VIII__________________________________________________________________________ Concen- Concen-Test Active tration Auxiliary active tration suckerNo. ingredient (ppm) ingredient (ppm) inhibition__________________________________________________________________________8 - 0 N-sec-butyl-4- 0 tert-butyl 4,000 68 2,6-dinitro- 2,000 56 aniline 1,000 528 - 1 Compound 1 2,000 1,000 100 1,000 " 1,000 100 500 1,000 1008 - 2 Compound 2 2,000 1,000 100 1,000 " 1,000 100 500 1,000 1008 - 3 Compound 3 2,000 1,000 100 1,000 " 1,000 100 500 1,000 1008 - 4 Compound 4 2,000 1,000 100 1,000 " 1,000 100 500 1,000 988 - 5 Compound 5 2,000 1,000 100 1,000 " 1,000 100 500 1,000 1008 - 6 Compound 6 2,000 1,000 100 1,000 " 1,000 100 500 1,000 1008 - 7 Compound 7 2,000 1,000 100 1,000 " 1,000 100 500 1,000 1008 - 8 Compound 8 2,000 1,000 100 1,000 " 1,000 100 500 1,000 100__________________________________________________________________________
Table IX__________________________________________________________________________ Concent- Concent- suckerTest Active ration Auxiliary active ration inhibitionNo. ingredient (ppm) ingredient (ppm) (%)__________________________________________________________________________9 - 0 N,N-di-n-propyl 4-trifluoromethyl 4,000 52 2,6-dinitro- 2,000 31 aniline 1,000 119 - 1 Compound 1 2,000 1,000 100 1,000 " 1,000 88 500 1,000 759 - 2 Compound 2 2,000 1,000 100 1,000 " 1,000 90 500 1,000 869 - 3 Compound 3 2,000 1,000 100 1,000 " 1,000 86 500 1,000 749 - 4 Compound 4 2,000 1,000 100 1,000 " 1,000 75 500 1,000 609 - 5 Compound 5 2,000 1,000 100 1,000 " 1,000 92 500 1,000 849 - 6 Compound 6 2,000 1,000 100 1,000 " 1,000 85 500 1,000 719 - 7 Compound 7 2,000 1,000 100 1,000 " 1,000 85 500 1,000 769 - 8 Compound 8 2,000 1,000 92 1,000 " 1,000 88 500 1,000 72__________________________________________________________________________
Table X__________________________________________________________________________ Concent- Concent- suckerTest Active ration Auxiliary active ration inhibitionNo. ingredient (ppm) ingredient (ppm) (%)__________________________________________________________________________10 - 0 N,N-di-n-propyl 0 4-methylsulfonyl- 4,000 49 2,6-dinitro- 2,000 26 aniline 1,000 1210 - 1 Compound 1 2,000 1,000 96 1,000 " 1,000 88 500 1,000 6610 - 2 Compound 2 2,000 1,000 92 1,000 " 1,000 78 500 1,000 7210 - 3 Compound 3 2,000 1,000 91 1,000 " 1,000 76 500 1,000 6010 - 4 Compound 4 2,000 1,000 96 1,000 " 1,000 81 500 1,000 7110 - 5 Compound 5 2,000 1,000 91 1,000 " 1,000 77 500 1,000 7110 - 6 Compound 6 2,000 1,000 100 1,000 " 1,000 82 500 1,000 6510 - 7 Compound 7 2,000 1,000 90 1,000 " 1,000 82 500 1,000 7910 - 8 Compound 8 2,000 1,000 88 1,000 " 1,000 72 500 1,000 61__________________________________________________________________________
According to the test results, the active benzylthiolcarbamate ingredients of this invention exhibit a remarkable inhibitory effect on the growth of tobacco suckers compared to other sucker inhibitors such as maleic hydrazide. At the same time very little chemical injury is observed on the treated tobacco leaves.
In the instances when an auxiliary active ingredient such as an alkyl N-phenylcarbamate or a 2,6-dinitro-4-substituted aniline derivative was blended with an N,N-dialkylbenzylthiolcarbamate for the treatment of tobacco suckers, the blend of ingredients exhibited a remarkable synergistic effect in the treatment of the plants. Inhibition of tobacco sucker for those plants treated with this blend was maintained for a substantially longer period of time than for those plants treated with a single active ingredient or maleic hydrazide.
Having now fully described the invention, it will be apparent to one of ordinary skill in the art that many changes and modifications can be made thereto without departing from the spirit or scope of the invention as set forth herein.
Claims
  • 1. A plant growth inhibiting composition which comprises the combination of a benzylthiolcarbamate having the formula ##STR9## wherein R.sub.1 and R.sub.2 are selected from the group consisting of acetyl, cyclohexyl, and C.sub.1.sub.-6 alkyl groups,
  • X and Y are selected from the group consisting of nitro, acetyl, amino, C.sub.1.sub.-3 alkyl, C.sub.1.sub.-3 alkoxyl and halogen; and
  • m and n are 0 or 1 with an alkyl-N-phenylcarbamate, wherein the phenyl ring is unsubstituted or substituted with a lower alkyl group or a halogen atom; and
  • wherein said carbamate is mixed with said benzylthiolcarbamate in a ratio of from 0.1 to 6:1.
  • 2. The composition of claim 1, wherein said alkyl-N-phenyl-carbamate is isopropyl n-phenylcarbamate, isopropyl N-(3-chlorophenyl) carbamate, isopropyl N-(3-methylphenyl)carbamate or sec-butyl N-(3-methylphenyl)carbamate.
  • 3. A method of inhibiting the growth of suckers of tobacco plants which comprises applying to the tobacco plant an effective amount of a composition which comprises the combination of a benzylthiolcarbamate having the formula ##STR10## wherein R.sub.1 and R.sub.2 are selected from the group consisting of acetyl, cyclohexyl, and C.sub.1.sub.-6 alkyl groups.
  • X and Y are selected from the group consisting of nitro, acetyl, amino, C.sub.1.sub.-3 alkyl and halogen; and
  • m and n are 0 or 1, with an alkyl-N-phenylcarbamate; wherein the phenyl ring is unsubstituted or substituted with a lower alkyl group or a halogen atom; and
  • wherein said carbamate is mixed with said benzylthiolcarbamate in a ratio of from 0.05 to 16:1.
  • 4. The method of claim 3, wherein said alkyl-N-phenylcarbamate is isopropyl n-phenylcarbamate, isopropyl N-(3-chlorophenyl) carbamate, isopropyl N-(3-methylphenyl) carbamate or sec-butyl N-(3-methylphenyl) carbamate.
Priority Claims (1)
Number Date Country Kind
47-26016 Mar 1972 JA
Parent Case Info

This is a division, of application Ser. No. 508,732, filed Sept. 24, 1974 now abandoned, which in turn is a divisional of application Ser. No. 340,534, filed Mar. 12, 1973, now U.S. Pat. No. 3,883,343.

US Referenced Citations (2)
Number Name Date Kind
3326664 Tso Jun 1967
3746532 Kimura et al. Jul 1973
Non-Patent Literature Citations (2)
Entry
Ichiro et al., Chem. Abst. vol. 76 (1972) 136878w.
Klingman, Chem. Abst., vol. 58 (1963) 2802f.
Divisions (2)
Number Date Country
Parent 508732 Sep 1974
Parent 340534 Mar 1973