Pesticidal 3-aryl-pyrrolidine-2,4-diones

Abstract

Insecticidal, acaricidal, herbicidal and antimycotic 3-aryl-pyrrolidine-2,4-diones of the formula ##STR1## in which X represents alkyl, halogen or alkoxy,Y represents hydrogen, alkyl, halogen, alkoxy or halogenoalkyl,Z represents alkyl, halogen or alkoxy,n represents a number from 0-3,R represents hydrogen or represents the groups --CO--R.sup.1 or --CO--O--R.sup.2, in whichR.sup.1 represents alkyl, alkenyl, alkoxyalkyl, alkylthioalkyl, polyalkoxyalkyl or cycloalkyl which can be interrupted by hetero atoms, each of which radicals is optionally substituted by halogen, or represents optionally substituted phenyl, optionally substituted phenylalkyl, substituted hetaryl, substituted phenoxyalkyl or substituted hetaryloxyalkyl, or represents optionally substituted phenyl, optionally substituted phenylalkyl, substituted hetaryl, substituted phenoxyalkyl and substituted hetaryloxyalkyl, andR.sup.2 represents alkyl, alkenyl, alkoxyalkyl, polyalkoxyalkyl or optionally substituted phenyl or cycloalkyl, each of which radicals is optionally substituted by halogen,A represents alkyl, alkenyl, alkinyl, alkoxyalkyl, polyalkoxyalkyl, alkylthioalkyl, or cycloalkyl which is optionally interrupted by a hetero atom, each of which radicals is optionally subsituted by halogen, or represents arylalkyl which is optionally substituted by halogen, alkyl, halogenoalkyl, alkoxy or nitro,B and C* independently of one another represent hydrogen, alkyl or alkoxyalkyl.

Description

The invention relates to new 3-aryl-pyrrolidine-2,4-dione derivatives, to several processes for their preparation, and to their use as insecticides, acaricides and herbicides.

Pharmaceutical properties have previously been described of 3-acyl-pyrrolidine-2,4-diones (S. Suzuki et al. Chem. Pharm. Bull. 15 1120 (1967)). Furthermore, N-phenylpyrrolidine-2,4-diones were synthesized by R. Schmierer and H. Mildenberger Liebigs Ann. Chem. 1985 1095. A biological activity of these compounds has not been described.

Compounds of a similar structure (3-aryl-pyrrolidine-2,4-diones) are disclosed in EP-A 0,262,399, but a herbicidal, insecticidal or acaricidal action is not known in these cases.

New 3-aryl-pyrrolidine-2,4-dione derivatives have now been found, which are represented by the formula (I) ##STR2## in which X represents alkyl, halogen and alkoxy,

Y represents hydrogen, alkyl, halogen, alkoxy and halogenoalkyl, Z represents alkyl, halogen and alkoxy, n represents a number from 0-3, R represents hydrogen or represents the groups --CO--R.sup.1, --CO--O--R.sup.2 in which R.sup.1 represents alkyl, alkenyl, alkoxyalkyl, alkylthioalkyl, polyalkoxyalkyl and cycloalkyl which can be interrupted by hetero atoms, each of which radicals is optionally substituted by halogen, or represents optionally substituted phenyl, optionally substituted phenylalkyl, substituted hetaryl, substituted phenoxyalkyl and substituted hetaryloxyalkyl, and R.sup.2 represents alkyl, alkenyl, alkoxyalkyl, polyalkoxyalkyl and optionally substituted phenyl or cycloalkyl, each of which radicals is optionally substituted by halogen, A represents alkyl, alkenyl, alkinyl, alkoxyalkyl, polyalkoxyalkyl, alkylthioalkyl, or cycloalkyl which is optionally interrupted by hetero atoms, each of which radicals is optionally substituted by halogen, or represents arylalkyl which is optionally substituted by halogen, alkyl, halogenoalkyl, alkoxy or nitro, B and C* independently of one another represent hydrogen, alkyl or alkoxyalkyl, and the enantiomerically pure forms of compounds of the formula (I).

The following sub-groups may be as defined below:

(Ia): Compounds of the formula (I) where R is hydrogen, (Ib): Compounds of the formula (I) where R is COR.sup.1, (Ic): Compounds of the formula (I) where R is COOR.sup.2.

Furthermore, it has been found that 3-arylpyrrolidine-2,4-diones or the enols thereof, of the formula (Ia) ##STR3## in which A, B, C*, X, Y, Z and n have the abovementioned meanings, are obtained when

(A) N-acylamino acid esters of the formula (II) ##STR4## in which A, B, C*, X, Y, Z and n have the abovementioned meanings and R.sup.3 represents alkyl, are subjected to intramolecular condensation in the presence of a diluent and in the presence of a base. (B)

Moreover, it has been found that compounds of the formula (Ib) ##STR5## in which A, B, C*, X, Y, Z, R.sup.1 and n have the abovementioned meanings, are obtained when compounds of the formula (Ia) ##STR6## in which A, B, C*, X, Y, Z and n have the abovementioned meanings, are reacted

a) with acid halides of the general formula (III) ##STR7## in which R.sup.1 has the abovementioned meaning and Hal represents halogen, in particular chlorine and bromine, if appropriate in the presence of a diluent and if appropriate in the presence of an acid-binding agent, or b) with carboxylic anhydrides of the general formula (IV) R.sup.1 -CO-O-CO-R.sup.1 (IV) in which R.sup.1 has the abovementioned meaning, if appropriate in the presence of a diluent and if appropriate in the presence of an acid-binding agent. (C)

Furthermore, it has been found that compounds of the formula (Ic) ##STR8## in which A, B, C*, X, Y, Z, R.sup.2 and n have the abovementioned meanings, are obtained when compounds of the formula (Ia) ##STR9## in which A, B, C*, X, Y, Z and n have the abovementioned meanings, are reacted with chloroformic acid esters of the general formula (V)

R.sup.2 -O-CO-Cl (V) in which R.sup.2 has the abovementioned meaning, if appropriate in the presence of a diluent and if appropriate in the presence of an acid-binding agent.

Surprisingly, it has been found that the new 3-arylpyrrolidine-2,4-dione derivatives of the formula (I) are distinguished by outstanding insecticidal, acaricidal, herbicidal and antimycotic actions.

Preferred 3-aryl-pyrrolidine-2,4-dione derivatives of the formula (I) are those in which

X represents C.sub.1 -C.sub.6 -alkyl, halogen and C.sub.1 -C.sub.6 -alkoxy, Y represents hydrogen, C.sub.1 -C.sub.6 -alkyl, halogen, C.sub.1 -C.sub.6 -alkoxy, and C.sub.1 -C.sub.3 -halogenoalkyl, Z represents C.sub.1 -C.sub.6 -alkyl, halogen and C.sub.1 -C.sub.6 -alkoxy, n represents a number from 0-3, R represents hydrogen (Ia) or represents the groups of the formula --CO--R.sup.1 (Ib) or --CO--O--R.sup.2 (Ic) in which R.sup.1 represents C.sub.1 -C.sub.20 -alkyl, C.sub.2 -C.sub.20 -alkenyl, C.sub.1 -C.sub.8 -alkoxy-C.sub.2 -C.sub.8 -alkyl, C.sub.1 -C.sub.8 -alkylthio-C.sub.2 -C.sub.8 -alkyl, C.sub.1 -C.sub.8 -polyalkoxy-C.sub.2 -C.sub.8 -alkyl and cycloalkyl which has 3-8 ring atoms and which can be interrupted by oxygen and/or sulphur, each of which radicals is optionally substituted by halogen, or represents phenyl which is optionally substituted by halogen, nitro, C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.6 -alkoxy, C.sub.1 -C.sub.6 -halogenoalkyl or C.sub.1 -C.sub.6 -halogenoalkoxy; or represents phenyl-C.sub.1 -C.sub.6 -alkyl which is optionally substituted by halogen, C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.6 -alkoxy, C.sub.1 -C.sub.6 -halogenoalkyl or C.sub.1 -C.sub.6 -halogenoalkoxy, or represents hetaryl which is optionally substituted by halogen and C.sub.1 -C.sub.6 -alkyl, or represents phenoxy-C.sub.1 -C.sub.6 -alkyl which is optionally substituted by halogen and C.sub.1 -C.sub.6 -alkyl, or represents hetaryloxy-C.sub.1 -C.sub.6 -alkyl which is optionally substituted by halogen, amino and C.sub.1 -C.sub.6 -alkyl, R.sup.2 represents C.sub.1 -C.sub.20 -alkyl, C.sub.2 -C.sub.20 -alkenyl, C.sub.1 -C.sub.8 -alkoxy-C.sub.2 -C.sub.8 -alkyl and C.sub.1 -C.sub.8 -polyalkoxy-C.sub.2 -C.sub.8 -alkyl, each of which radicals is optionally substituted by halogen, or represents phenyl or cycloalkyl which has 3-8 ring atoms, each of which radicals is optionally substituted by halogen nitro, C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.6 -alkoxy or C.sub.1 -C.sub.6 -halogenoalkyl, A represents straight-chain or branched C.sub.1 -C.sub.12 -alkyl, C.sub.3 -C.sub.8 -alkenyl, C.sub.3 -C.sub.8 -alkinyl, C.sub.1 -C.sub.10 -alkoxy-C.sub.2 -C.sub.8 -alkyl, C.sub.1 -C.sub.8 -polyalkoxy-C.sub.2 -C.sub.8 -alkyl, C.sub.1 -C.sub.10 -alkylthio-C.sub.2 -C.sub.8 -alkyl or cycloalkyl which has 3-8 ring atoms and which can be interrupted by oxygen and/or sulphur, each of which radicals is optionally substituted by halogen, or represents aryl-C.sub.1 -C.sub.6 -alkyl which is optionally substituted by halogen, C.sub.1 -C.sub.6 -alkyl-C.sub.1 -C.sub.6 -haloalkyl, C.sub.1 -C.sub.6 -alkoxy or nitro, B and C* independently of one another represent hydrogen, straight-chain or branched C.sub.1 -C.sub.12 -alkyl or C.sub.1 -C.sub.8 -alkoxyalkyl, and the enantiomerically pure forms of compounds of the formula (I).

Particularly preferred compounds of the formula (I) are those in which

X represents C.sub.1 -C.sub.4 -alkyl, halogen and C.sub.1 -C.sub.4 -alkoxy, Y represents hydrogen, C.sub.1 -C.sub.6 -alkyl, halogen, C.sub.1 -C.sub.4 -alkoxy and C.sub.1 -C.sub.2 -halogenoalkyl, Z represents C.sub.1 -C.sub.4 -alkyl, halogen and C.sub.1 -C.sub.4 -alkoxy, n represents a number from 0-3, R represents hydrogen (Ia) or represents the groups of the formula --CO--R.sup.1 (Ib) or --CO--O--R.sup.2 (Ic) in which R.sup.1 represents C.sub.1 -C.sub.16 -alkyl, C.sub.2 -C.sub.16 -alkenyl, C.sub.1 -C.sub.6 -alkoxy-C.sub.2 -C.sub.6 -alkyl, C.sub.1 -C.sub.6 -alkylthio-C.sub.2 -C.sub.6 -alkyl, C.sub.1 -C.sub.6 -polyalkoxy-C.sub.2 -C.sub.6 -alkyl and cycloalkyl which has 3-7 ring atoms and which can be interrupted by 1-2 oxygen and/or sulphur atoms, each of which radicals is optionally substituted by halogen, or represents phenyl which is optionally substituted by halogen, nitro, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.3 -halogenoalkyl or C.sub.1 -C.sub.3 -halogenoalkoxy, or represents phenyl-C.sub.1 -C.sub.4 -alkyl which is optionally substituted by halogen, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.3 -halogenoalkyl or C.sub.1 -C.sub.3 -halogenoalkoxy, or represents hetaryl which is optionally substituted by halogen and C.sub.1 -C.sub.6 -alkyl, or represents phenoxy-C.sub.1 -C.sub.5 -alkyl which is optionally substituted by halogen and C.sub.1 -C.sub.4 -alkyl, or represents hetaryloxy-C.sub.1 -C.sub.5 -alkyl which is optionally substituted by halogen, amino and C.sub.1 -C.sub.4 -alkyl, R.sup.2 represents C.sub.1 -C.sub.16 -alkyl, C.sub.2 -C.sub.16 -alkenyl, C.sub.1 -C.sub.16 -alkoxy-C.sub.2 -C.sub.6 -alkyl and C.sub.1 -C.sub.6 -polyalkoxy-C.sub.2 -C.sub.6 -alkyl, each of which radicals is optionally substituted by halogen, or represents phenyl or cycloalkyl which has 3-7 ring atoms each of which radicals is optionally substituted by halogen, nitro, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.3 -alkoxy or C.sub.1 -C.sub.3 -halogenoalkyl, A represents straight-chain or branched C.sub.1 -C.sub.10 -alkyl, C.sub.3 -C.sub.6 -alkenyl, C.sub.3 -C.sub.6 -alkinyl, C.sub.1 -C.sub.8 -alkoxy-C.sub.2 -C.sub.6 -alkyl, C.sub.1 -C.sub.6 -polyalkoxy-C.sub.2 -C.sub.6 -alkyl, C.sub.1 -C.sub.8 -alkylthio-C.sub.2 -C.sub.6 -alkyl or cycloalkyl which has 3-7 ring atoms and which can be interrupted by 1-2 oxygen and/or sulphur atoms, each of which radicals is optionally substituted by halogen, or represents aryl-C.sub.1 -C.sub.4 -alkyl which is optionally substituted by halogen, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -haloalkyl-C.sub.1 -C.sub.4 -alkoxy or nitro, B and C* independently of one another represent hydrogen, straight-chain or branched C.sub.1 -C.sub.10 -alkyl and C.sub.1 -C.sub.6 -alkoxyalkyl, and the enantiomerically pure forms of compounds of the formula (I).

Very particularly preferred compounds of the formula (I) are those in which

X represents methyl, ethyl, propyl, i-propyl, fluorine, chlorine, bromine, methoxy and ethoxy, Y represents hydrogen, methyl, ethyl, propyl, i-propyl, butyl, i-butyl, tert.-butyl, fluorine, chlorine, bromine, methoxy, ethoxy and trifluoromethyl, Z represents methyl, ethyl, i-propyl, butyl, i-butyl, tert.-butyl, fluorine, chlorine, bromine, methoxy and ethoxy, n represents a number from 0-3, R represents hydrogen (Ia) or represents the groups of the formula --CO--R.sup.1 (Ib) or --CO--O--R.sup.2 (Ic) in which R.sup.1 represents C.sub.1 -C.sub.14 -alkyl, C.sub.2 -C.sub.14 -alkenyl, C.sub.1 -C.sub.4 -alkoxy-C.sub.2 -C.sub.6 -alkyl, C.sub.1 -C.sub.4 -alkylthio-C.sub.2 -C.sub.6 -alkyl, C.sub.1 -C.sub.4 -polyalkoxyl-C.sub.2 -C.sub.4 -alkyl and cycloalkyl which has 3-6 ring atoms and which can be interrupted by 1-2 oxygen and/or sulphur atoms, each of which radicals is optionally substituted by fluorine or chlorine, or represents phenyl which is optionally substituted by fluorine, chlorine, bromine, methyl, ethyl, propyl, i-propyl, methoxy, ethoxy, trifluoromethyl, trifluoromethoxy or nitro, or represents phenyl-C.sub.1 -C.sub.3 -alkyl which is optionally substituted by fluorine, chlorine, bromine, methyl, ethyl, propyl, i-propyl, methoxy, ethoxy, trifluoromethyl or trifluoromethoxy, or represents pyridyl, pyrimidyl, thiazolyl and pyrazolyl, each of which radicals is optionally substituted by fluorine, chlorine, bromine, methyl or ethyl, or represents phenoxy-C.sub.1 -C.sub.4 -alkyl which is optionally substituted by fluorine, chlorine, methyl or ethyl, or represents pyridyloxy-C.sub.1 -C.sub.4 -alkyl, pyrimidyloxy-C.sub.1 -C.sub.4 -alkyl and thiazolyloxy-C.sub.1 -C.sub.4 -alkyl, each of which radicals is optionally substituted by fluorine, chlorine, amino, methyl or ethyl, R.sup.2 represents C.sub.1 -C.sub.14 -alkyl, C.sub.2 -C.sub.14 -alkenyl, C.sub.1 -C.sub.4 -alkoxy-C.sub.2 -C.sub.6 -alkyl and C.sub.1 -C.sub.4 -polyalkoxy-C.sub.2 -C.sub.6 -alkyl, each of which radicals is optionally substituted by fluorine or chlorine, or represents phenyl or cycloalkyl which has 3-6 ring atoms, each of which radicals is optionally substituted by fluorine, chlorine, nitro, methyl, ethyl, propyl, i-propyl, methoxy, ethoxy or trifluoromethyl, A represents straight-chain or branched C.sub.1 -C.sub.4 -alkyl, C.sub.3 -C.sub.4 -alkenyl, C.sub.3 -C.sub.4 -alkinyl, C.sub.1 -C.sub.6 -alkoxy-C.sub.2 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -polyalkoxy-C.sub.2 -C.sub.4 -alkyl, C.sub.1 -C.sub.6 -alkylthio-C.sub.2 -C.sub.4 -alkyl and cycloalkyl which has 3-6 ring atoms and which can be interrupted by 1-2 oxygen and/or sulphur atoms, each of which radicals is optionally substituted by halogen, or represents aryl-C.sub.1 -C.sub.3 -alkyl which is optionally substituted by fluorine, chlorine, bromine, methyl, ethyl, propyl, isopropyl, methoxy, ethoxy, trifluoromethyl or nitro, B and C* independently of one another represent hydrogen, straight-chain or branched C.sub.1 -C.sub.8 -alkyl and C.sub.1 -C.sub.4 -alkoxyalkyl, and the enantiomerically pure forms of compounds of the formula I.

If, in accordance with process (A), N-2,6-dichlorophenyl-acetyl-N-methyl-alanine ethyl ester is used, the procedure of the process according to the invention can be represented by the following equation: ##STR10##

If, in accordance with process (B) (variant a), 3-(2,4,6-trimethylphenyl)-1-isopropyl-pyrrolidin-2,4-dione and pivaloyl chloride are used as the starting substances, the course of the process according to the invention can be represented by the following equation: ##STR11##

If, in accordance with process (B) (variant b), 3-(2,4,6-trimethylphenyl)-1-cyclopentyl-pyrrolidine-2,4-dione and acetic anhydride are used, the course of the process according to the invention can be represented by the following equation. ##STR12##

If, in accordance with process C, 3-(2,4-6-trimethylphenyl)-1-methoxyethyl-5-methyl-pyrrolidine-2,4-dione and ethoxyethyl chloroformate are used, the course of the process according to the invention can be represented by the following equation. ##STR13##

The compounds of the formula (II) ##STR14## in which A, B, C*, X, Y, Z, n and R.sup.3 have the abovementioned meanings and which are required as starting substances in the above process (A) are known in some cases, or they can be prepared in a simple manner by methods which are known in principle. Thus, for example, acylamino acid esters of the formula (II) are obtained when

a) amino acid esters of the formula (VI) ##STR15## in which R.sup.4 represents hydrogen (VIa) and alkyl (VIb) and A, B and C* have the abovementioned meanings, are acylated with phenylacetic acid halides of the formula (VII) ##STR16## in which X, Y, Z and n have the abovementioned meanings, and Hal represents chlorine or bromine (Chem. Reviews 52 237-416 (1953)); or when acylamino acids of the formula (IIa) ##STR17## in which A, B, C*, X, Y, Z and n have the abovementioned meanings and R.sup.4 represents hydrogen, are esterified (Chem. Ind. (London) 1568 (1968).

Exemplary are the following compounds of the formula (II)

1. N-isopropyl-N-(2,4-dichlorophenyl-acetyl)-glycin-ethylester 2. N-isopropyl-N-(2,6-dichlorophenyl-acetyl)-glycin-ethylester 3. N-(2,6-dichlorophenyl-acetyl)-sarkosine-methylester 4. N-isopropyl-N-(2,6-dichlorophenyl-acetyl)-alanin-ethylester 5. N-methoxyethyl-N-(2,6-dichlorophenyl-acetyl)-glycin-ethylester 6. N-methoxyethyl-N-(2,6-dichlorophenyl-acetyl)-alanin-ethylester 7. N-tert-butyl-N-(2,6-dichlorophenyl-acetyl)-glycin-ethylester 8. N-methyl-N-(2,6-dichlorophenyl-acetyl)-alanin-ethylester 9. N-2-(2,4,4-trimethyl-pentyl)-N-(2,6-dichlorophenyl-acetyl)-glycin-ethylester 10. N-(2,4,6,-trimethylphenyl-acetyl)-sarkosine-ethylester 11. N-ethyl-N-(2,4,6-trimethylphenyl-acetyl)-glycin-methylester 12. N-isopropyl-N-(2,4,6-trimethylphenyl-acetyl)-glycin-ethylester 13. N-tert.-butyl-N-(2,4,6-trimethylphenyl-acetyl)-glycin-ethylester 14. N-iso-butyl-N-(2,4,6-trimethylphenyl-acetyl)-glycin-ethylester 15. N-sec-butyl-N-(2,4,6-trimethylphenyl-acetyl)-glycin-ethylester 16. N-neo-pentyl-N-(2,4,6-trimethylphenyl-acetyl)-glycin-ethylester 17. N-2-(2,3-dimethyl-butyl)-N-(2,4,6-trimethylphenyl-acetyl)-glycin-ethylester 18. N-2-(2,2,3-trimethyl-butyl)-N-(2,4,6-trimethylphenyl-acetyl)-glycin-ethylester 19. N-cyclopropyl-N-(2,4,6-trimethylphenyl-acetyl)-glycin-ethylester 20. N-cyclopentyl-N-(2,4,6-trimethylphenyl-acetyl)-glycin-ethylester 21. N-cyclohexyl-N-(2,4,6-trimethylphenyl-acetyl)-glycin-ethylester 22. N-alkyl-N-(2,4,6-trimethylphenyl-acetyl)-glycin-ethylester 23. N-benzyl-N-(2,4,6-trimethylphenyl-acetyl)-glycin-ethylester 24. N-2-(2,4,4-trimethyl-pentyl)-N-(2,4,6-trimethyl-phenyl-acetyl)-glycin-ethylester 25. N-methoxyethyl-N-(2,4,6-trimethylphenyl-acetyl)-glycin-ethylester 26. N-methoxypropyl-N-(2,4,6-trimethylphenyl-acetyl)-glycin-ethylester 27. N-methoxy-2-methyl-propyl-N-(2,4,6-trimethylphenyl-acetyl)-glycin-ethylester 28. N-2-(ethoxy-butyl)-N-(2,4,6-trimethylphenyl-acetyl)-glycin-ethylester 29. N-2-(methoxy-propyl)-N-(2,4,6-trimethylphenyl-acetyl) -glycin-ethylester 30. N-ethyl-mercaptoethyl-N-(2,4,6-trimethylphenyl-acetyl)-glycin-ethylester 31. N-methyl-N-(2,4,6-trimethylphenyl-acetyl)-alanin-ethylester 32. N-ethyl-N-(2,4,6-trimethylEpP098Ahenyl-acetyl)-alanin-ethylester 33. N-isopropyl-N-(2,4,6-trimethylphenyl-acetyl)-alanin-ethylester 34. N-isobutyl-N-(2,4,6-trimethylphenyl-acetyl)-alanin-ethylester 35. N-sec-butyl-N-(2,4,6-trimethylphenyl-acetyl)-alanin-ethylester 36. N-cyclopropyl-N-(2,4,6-trimethylphenyl-acetyl)-alanin-ethylester 37. N-cyclopropyl-N-(2,4,6-trimethylphenyl-acetyl)-alanin-ethylester 38. N-cyclohexyl-N-(2,4,6-trimethylphenyl-acetyl)-alanin-ethylester 39. N-methoxyethyl-N-(2,4,6-trimethylphenyl-acetyl)-alanin-ethylester 40. N-methoxypropyl-N-(2,4,6-trimethylphenyl-acetyl)-alanin-ethylester 41. N-methyl-N-(2,4,6-trimethylphenyl-acetyl)-2-amino-butyric acid-ethylester 42. N-ethyl-N-(2,4,6-trimethylphenyl-acetyl)-2-amino-butyric acid-ethylester 43. N-methyl-N-(2,4,6-trimethylphenyl-acetyl)-2-amino-valerian acid-ethylester 44. N-methyl-N-(2,4,6-trimethylphenyl-acetyl)-2-amino-iso-valerian acid-ethylester 45. N-ethyl-N-(2,4,6-trimethylphenyl-acetyl)-2-amino-valerian acid-ethylester 46. N-ethyl-N-(2,4,6-trimethylphenyl-acetyl)-2-amino-iso-valerian acid-ethylester 47. N-methyl-N-(2,4,6-trimethylphenyl-acetyl)-2-methyl-alanin-ethylester 48. N-ethyl-N-(2,4,6-trimethylphenyl-acetyl)-2-methyl-alanin-ethylester 49. N-isopropyl-N-(2,4,6-trimethylphenyl-acetyl)-2-methylalanin-ethylester

Compounds of the formula (IIa) can be obtained, for example, from the phenylacetic acid halides of the formula (VII) and amino acids of the formula (VIa) by the method of Schotten-Baumann (Organikum [Laboratory Practical Organic Chemistry]9th Edition 446 (1970) VEB Deutscher Verlag der Wissenschaften, Berlin).

Compounds of the formula VI in which A, B, C and R.sup.4 have the abovementioned meaning can be obtained by processes which are known from the literature, from a-halogenocarboxylic acids or esters and amines (Advanced Organic Chemistry, J. March p. 377, McGraw-Hill Inc. 1977).

Process (A) is characterized in that compounds of the formula (II) in which A, B, C, X, Y, Z, m, n and R.sup.3 have the abovementioned meanings are subjected to intramolecular condensation in the presence of bases.

Diluents which can be employed in process (A) according to the invention are all customary inert organic solvents. Hydrocarbons, such as toluene and xylene, furthermore ethers, such as dibutyl ether, tetrahydrofuran, dioxane, glycol dimethyl ether and diglycol dimethyl ether, and also polar solvents, such as dimethyl sulphoxide, sulpholane, dimethylformamide and N-methyl-pyrrolidone, can preferably be used.

Deprotonating agents which can be employed when carrying out process (A) according to the invention are all customary proton acceptors. The oxides, hydroxides and carbonates of alkali metals and alkaline earth metals, such as sodium hydroxide, potassium hydroxide, magnesium oxide, calcium oxide, sodium carbonate, potassium carbonate and calcium carbonate, which can also be employed in the presence of phase transfer catalysts, such as, for example, triethylbenzylammonium chloride, tetrabutylammonium bromide, Adogen 464 (methyltrialkyl (C.sub.8 -C.sub.10)ammonium chloride) or TDA 1 (tris-(methoxyethoxylethyl)-amine), can preferably be used. Furthermore, amides and hydrides of alkali metals and alkaline earth metals, such as sodium amide, sodium hydride and calcium hydride, and additionally also alkali metal alkoxides, such as sodium methoxide, sodium methoxide and potassium tert.-butoxide, can also be employed.

When carrying out process (A) according to the invention, the reaction temperatures can be varied within a substantial range. In general, the process is carried out at temperatures between 0.degree. C. and 250.degree. C., preferably between 50.degree. C. and 150.degree. C.

Process (A) according to the invention is generally carried out under atmospheric pressure.

When carrying out process (A) according to the invention, the reactants of the formulae (II) and the deprotonating bases are generally employed in approximately equimolar amounts. However, it is also possible to use one or the other components in a substantial excess (up to 3 moles).

Process (Ba) is characterized in that compounds of the formula (Ia) are reacted with carboxylic acid halides of the formula (III).

When the acid halides are used, the diluents which can be employed in process (Ba) according to the invention are all solvents which are inert towards these compounds. Hydrocarbons, such as benzine, benzene, toluene, xylene and tetralin, furthermore halogenohydrocarbons, such as methylene chloride, chloroform, carbon tetrachloride, chlorobenzene and o-dichlorobenzene, and additionally ketones, such as acetone and methyl isopropyl ketone, furthermore ethers, such as diethyl ether, tetrahydrofuran and dioxane, moreover carboxylic acid esters, such as ethyl acetate, and also strongly polar solvents, such as dimethyl sulphoxide and sulpholane, can preferably be used. If the stability of the acid halide towards hydrolysis permits, the reaction can also be carried out in the presence of water.

If the corresponding carboxylic acid halides are used, suitable acid-binding agents in the reaction of process (Ba) according to the invention are all customary acid acceptors. Tertiary amines, such as triethylamine, pyridine, diazabicyclooctane (DABCO), diazabicycloundecene (DBU), diazabicyclononbene (DBN), Hunig base and N,N-dimethyl-aniline, furthermore, alkaline earth metal oxides, such as magnesium oxide and calcium oxide, additionally alkali metal carbonates and alkaline earth metal carbonates, such as sodium carbonate, potassium carbonate and calcium carbonate, can preferably be used.

In process (Ba) according to the invention, the reaction temperatures can be varied within a substantial range, also when carboxylic acid halides are used. In general, the process is carried out at temperatures between -20.degree. C. and +150.degree. C., preferably between 0.degree. C. and 100.degree. C.

When carrying out process (Ba) according to the invention, the starting substances of the formula (Ia) and the carboxylic acid halide of the formula (III) are generally used in approximately equivalent amounts. However, it is also possible to employ the carboxylic anhydride in a substantial excess (up to 5 moles). Working up is carried out by customary methods.

Process (Bb) is characterized in that compounds of the formula (Ia) are reacted with carboxylic acid anhydrides of the formula (IV).

If, in process (Bb) according to the invention, carboxylic anhydrides are used as the reactant of the formula (IV), the diluents which can preferably be used are those diluents which are also preferably suitable when acid halides are used. Besides, a carboxylic acid anhydride, employed in excess, can also simultaneously act as the diluent.

When carrying out process (Bb) according to the invention, the reaction temperatures can be varied within a substantial range, also when carboxylic anhydrides are used. In general, the process is carried out at temperatures between -20.degree. C. and +150.degree. C., preferably between 0.degree. C. and 100.degree. C.

When the process according to the invention is carried out, the starting substances of the formula (Ia) and the carboxylic anhydride of the formula (IV) are generally used in approximately equivalent amounts. However, it is also possible to employ the carboxylic anhydride in a substantial excess (up to 5 moles). Working up is carried out by customary methods.

In general, a procedure is followed in which the diluent and any carboxylic anhydride which is present in excess as well as the carboxylic acid which forms are removed by distillation or by washing with an organic solvent or with water.

Process (C) is characterized in that compounds of the formula (Ia) are reacted with chloroformic acid esters of the formula (V).

If the corresponding chloroformic acit esters are used, suitable acid-binding agents in the reaction in process (C) according to the invention are all customary acid acceptors. Tertiary amines, such as triethylamine, pyridine, DABCO, DBC, DBA, Hunig base and N,N-dimethylaniline, furthermore alkaline earth metal oxides, such as magnesium oxide and calcium oxide, and additionally alkali metal carbonates and alkaline earth metal carbonates, such as sodium carbonate, potassium carbonate and calcium carbonate, can preferably be used.

When the chloroformic acid esters are used, the diluents which can be employed in process (C) according to the invention are all solvents which are inert towards these compounds. Hydrocarbons, such as benzine, benzene, toluene, xylene and tetralin, furthermore halogenohydrocarbons, such as methylene chloride, chloroform, carbon tetrachloride, chlorobenzene and o-dichlorobenzene, additionally ketones, such as acetone and methyl isopropyl ketone, furthermore ethers, such as diethyl ether, tetrahydrofuran and dioxane, moreover carboxylic acid esters, such as ethyl acetate, and also strongly polar solvents, such as dimethyl sulphoxide and sulpholane, can preferably be used.

When the chloroformic acid esters are used as carboxylic acid derivatives of the formula (V), the reaction temperatures can be varied within a substantial range when process (C) is carried out. If the process is carried out in the presence of a diluent and of an acid-binding agent, the reaction temperatures are generally between -20.degree. C. and +100.degree. C., preferably between 0.degree. C. and 50.degree. C.

Process (C) according to the invention is generally carried out under atmospheric pressure.

When process (C) according to the invention is carried out, the starting substances of the formula (Ia) and the corresponding chloroformic acid ester of the formula (V) are generally used in approximately equivalent amounts. However, it is also possible to employ one or the other component in a substantial excess (up to 2 moles). Working up is then carried out by customary methods. In general, a procedure is followed in which the salts which have precipitated are removed and the reaction mixture which remains is concentrated by stripping off the diluent.

EXAMPLE 1 ##STR18##

3.9 g (0.13 mol) of sodium hydride (80% strength) are initially introduced into 70 ml of absolute toluene. After 36.2 g (0.107 mol) of N-2,6-dichlorophenylacetyl-N-isopropyl-glycine ethyl ester in 160 ml of absolute toluene have been added dropwise, the mixture is refluxed for 6 hours. 20 ml of ethanol are added dropwise while cooling in an ice bath, the batch is evaporated in vacuo on a rotary evaporator, the residue is dissolved in 1 N NaOH, and 3-(2,6-dichlorophenyl)-1-isopropyl-pyrrolidine-2,4-dione is precipitated at 0.degree.-20.degree. C. using concentrated hydrochloric acid. For purification, the product is boiled in chloroform, n-hexane is subsequently added, and the colorless product which has precipitated is filtered off with suction.

Yield: 25.42 g (83 % of theory) m.p. >230.degree. C.

EXAMPLE 2 ##STR19##

3.42 g (15 mmol) of 3-(2,4,6-trimethylphenyl)-1 -methyl-pyrrolidine-2,4-dione are suspended in 50 ml of absolute tetrahydrofuran (THF), and 1.22 ml (15 mmol) of absolute pyridine and 2.54 ml (15 mmol) of ethyl-diisopropylamine are added. To this, 1.88 ml (15 mmol) of pivaloyl chloride dissolved in 5 ml of absolute THF are added dropwise at 0.degree.-10.degree. C., and stirring is continued for 30 minutes. The precikpitate is filtered off, the solution is evaporated in vacuo on a rotary evaporator, and the residue is chromatographed on silica gel using cyclohexane/ethyl acetate 1:1.

Crystallization from ether/n-hexane gives 3.8 g (80.4% of theory) of 4-(pivaloyloxy)-3-(2,4,6-trimethylphenyl)-1-methyl-3-pyrrolidine-2-one of melting point 75.degree. C.

EXAMPLE 3 ##STR20##

5.18 g (20 mmol) of 3-(2,4,6-trimethyl-phenyl)-1-isopropyl-pyrrolidine-2,4-dione are suspended in 70 ml of tert.butyl-methyl ether (MTB-ether). After addition of 1.63 ml (20 mmol) of absolute pyridine and 3.4 ml (20 mmol) of ethyl-diisopropylamine 2.45 g (20 mmol) chloroformic acid-iso-propylester dissolved in 5 ml of MTB-ether are added dropwise at 0.degree. to 10.degree. C. and stirring is continued for 30 minutes. The precipitate is filtered off, the solution is evaporated in vacuo on a rotary evaporator and the residue is chromatographed on silica gel using cyclohexane/ethylacetate 1:1. Crystallization from n-hexane gives 4.67 g (67.6% of theory) of 4-isopropoxy-carbonyloxy-3-(2,4,6-trimethylphenyl)-1-isopropyl-3-pyrrolin-2-one of melting point 81.degree. C. The 3-aryl-pyrrolidine-2,4-dione derivatives of the formula (Ia)-(Ic), which are listed in Tables 1-3 below by way of their formulae, are obtained analogously to the Preparation Examples and following the general preparation instructions.

TABLE 1__________________________________________________________________________ ##STR21## (Ia)Ex. No. X Y Z.sub.n A B C* mp .degree.C.__________________________________________________________________________ 4 Cl Cl H (CH.sub.3).sub.2 CH H H 198 5 Cl H 6-Cl CH.sub.3 H H 230 6 Cl H 6-Cl CH.sub.3 CH.sub.3 H 221 7 Cl H 6-Cl (CH.sub.3).sub.2 CH CH.sub.3 CH.sub.3 180 8 Cl H 6-Cl (CH.sub.3).sub.3 C H H >230 9 Cl H 6-Cl (CH.sub.3).sub.3 CCH.sub.2C(CH.sub.3).sub.2 H H >23510 Cl H 6-Cl (CH.sub.3 O(CH.sub.2).sub.2 H H >23011 Cl H 6-Cl CH.sub.3O(CH.sub.2).sub. 2 H H 12812 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.3 H H >23013 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.3 CH.sub.3 H >23014 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.3 C.sub.2 H.sub.5 H 21015 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.3 C.sub.3 H.sub.7 H16 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.3 (CH.sub.3).sub.2 CH H17 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.3 CH.sub.3 CH.sub.318 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.2 H.sub.5 H H >23019 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.2 H.sub.5 CH.sub.3 H 22720 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.2 H.sub.5 C.sub.2 H.sub.5 H 18421 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.2 H.sub.5 C.sub.3 H.sub.7 H22 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.2 H.sub.5 (CH.sub.3).sub.2 CH H23 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.2 H.sub.5 CH.sub.3 CH.sub.324 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.3 H.sub.7 H H25 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.3 H.sub.7 CH.sub.3 H26 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.3 H.sub.7 C.sub.2 H.sub.5 H27 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.3 H.sub.7 C.sub.3 H.sub.7 H28 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.3 H.sub.7 (CH.sub.3).sub.2 CH H29 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.3 H.sub.7 CH.sub.3 CH.sub.330 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.2 CH H H >22031 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.2 CH CH.sub.3 H 22832 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.2 CH C.sub.2 H.sub.5 H33 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.2 CH C.sub.3 H.sub.7 H34 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.2 CH (CH.sub.3).sub.2 CH H35 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3 ).sub.2 CH CH.sub.3 CH.sub.336 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.4 H.sub.9 H H37 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.4 H.sub.9 CH.sub.3 H38 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.2 CHCH.sub.2 H H 20939 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.2 CHCH.sub.2 CH.sub.3 H 18940 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR22## H H 26241 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR23## CH.sub.3 H 20542 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.3 C H H >23043 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.3 CCH.sub.2 H H >23044 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.2 CHCH(CH.sub.3) H H >23045 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.3 CCH(CH.sub.3 ) H H >23046 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.3 CCH.sub.2C(CH.sub.3).sub.2 H H >23047 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.2CHCH.sub.2 H H 21248 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.2CHCH.sub.2 CH.sub.3 H49 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR24## H H >23050 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR25## CH.sub.3 H >23051 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR26## C.sub.2 H.sub.5 H52 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR27## C.sub.3 H.sub.7 H53 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR28## (CH.sub.3).sub.2 CH H54 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR29## CH.sub.3 CH.sub.355 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR30## H H >23056 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR31## CH.sub.3 H 22357 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR32## C.sub.2 H.sub.5 H58 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR33## C.sub.3 H.sub.7 H59 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR34## (CH.sub.3).sub.2 CH H60 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR35## CH.sub.3 CH.sub.361 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR36## H H >23062 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR37## CH.sub.3 H >23063 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR38## C.sub.2 H.sub.5 H64 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR39## C.sub.3 H.sub.7 H65 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR40## (CH.sub.3 ).sub.2 CH H66 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR41## CH.sub.3 CH.sub.367 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR42## H H >23068 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR43## CH.sub.3 H69 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.3O(CH.sub.2).sub.2 H H 17970 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.3O(CH.sub.2).sub.2 CH.sub.3 H 16571 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.3OCH.sub.2CH(CH.sub.3) H H 22072 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.3OCH.sub.2CH(CH.sub.3) CH.sub.3 H73 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.3O(CH.sub.2).sub.3 H H 19074 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.3O(CH.sub.2).sub.3 CH.sub.3 H 17575 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.2 H.sub.5O(CH.sub.2).sub.2CH(CH.sub.3) H H 22076 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.2 H.sub.5O(CH.sub.2).sub.2CH(CH.sub.3) CH.sub.3 H77 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.3OCH.sub.2CH(CH.sub.3)CH.sub.2 H H 15678 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.2 H.sub.5S(CH.sub.2).sub.2 H H 165__________________________________________________________________________ TABLE 2__________________________________________________________________________ ##STR44## (Ib)Ex.No. X Y Z.sub.n A B C* R.sup.1 mp__________________________________________________________________________ .degree.C. 79 Cl Cl H (CH.sub.3).sub.2)CH H H CH.sub.3 128 80 Cl H 6-Cl CH.sub.3 CH.sub.3 H CH.sub.3 125 81 Cl H 6-Cl CH.sub.3 CH.sub.3 H (CH.sub.3).sub.2 CH Ol 82 Cl H 6-Cl CH.sub.3 CH.sub.3 H (CH.sub.3).sub.3 C 68 83 Cl H 6-Cl (CH.sub.3).sub.2 CH H H CH.sub.3 113 84 Cl H 6-Cl (CH.sub. 3).sub.2 CH H H (CH.sub.3).sub.2 CH 105 85 Cl H 6-Cl (CH.sub.3).sub.2 CH H H (CH.sub.3).sub.3 C 122 86 Cl H 6-Cl (CH.sub.3).sub.2 CH H H (CH.sub.3).sub.2 CHC(CH.sub.3).su b.2 112 87 Cl H 6-Cl (CH.sub.3).sub.3 C H H CH.sub.3 113 88 Cl H 6-Cl (CH.sub.3).sub.3 C H H (CH.sub.3).sub.2 CH 117 89 Cl H 6-Cl (CH.sub.3).sub.3 C H H (CH.sub.3).sub.3 C 158 90 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.3 H H CH.sub.3 Ol 91 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.3 H H (CH.sub.3).sub.2 CH Ol 92 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.3 H H (CH.sub.3).sub.2 CHC(CH.sub.3).su b.2 45 93 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.3 CH.sub.3 H CH.sub. 3 75 94 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.3 CH.sub.3 H (CH.sub.3).sub.2 CH Ol 95 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.3 CH.sub.3 H (CH.sub.3).sub.3 C Ol 96 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.3 CH.sub.3 H (CH.sub.3).sub.2 CHC(CH.sub.3).su b.2 97 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.3 CH.sub.3 H (CH.sub.3).sub.3 CCH.sub.2 oil 98 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.3 CH.sub.3 H CH.sub.3 OCH.sub.2C(CH.sub.3).sub .2 oil 99 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.3 CH.sub.3 H ClCH.sub.2C(CH.sub.3).sub.2 oil100 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.3 CH.sub.3 H ##STR45##101 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.3 CH.sub.3 H (CH.sub.3).sub.2 C CH102 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.3 CH.sub.3 H ##STR46##103 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.3 C.sub.2 H.sub.5 H CH.sub.3104 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.3 C.sub.2 H.sub.5 H (CH.sub.3).sub.2 CH105 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.3 C.sub.2 H.sub.5 H (CH.sub.3).sub.3 C106 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.3 C.sub.2 H.sub.5 H (CH.sub.3).sub.2 CHC(CH.sub.3).su b.2107 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.3 C.sub.2 H.sub.5 H (CH.sub.3).sub.3 CCH.sub.2108 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.3 C.sub.2 H.sub.5 H CH.sub.3 OCH.sub.2C(CH.sub.3).sub .2109 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.3 C.sub.2 H.sub.5 H ClCH.sub.2C(CH.sub.3).sub.2110 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.3 C.sub.2 H.sub.5 H ##STR47##111 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.3 C.sub.2 H.sub.5 H (CH.sub.3).sub.2 CCH112 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.3 C.sub.2 H.sub.5 H ##STR48##113 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.3 C.sub.3 H.sub.7 H CH.sub.3114 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.3 C.sub.3 H.sub.7 H (CH.sub.3).sub.2 CH115 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.3 C.sub.3 H.sub.7 H (CH.sub.3).sub.3 C116 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.3 C.sub.3 H.sub.7 H (CH.sub.3).sub.2 CHC(CH.sub.3).su b.2117 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.3 (CH.sub. 3).sub.2 CH H CH.sub.3118 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.3 (CH.sub.3).sub.2 CH H (CH.sub.3).sub.2 CH119 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.3 (CH.sub.3).sub.2 CH H (CH.sub.3).sub.3 C120 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.3 (CH.sub.3).sub.2 CH H (CH.sub.3).sub.2 CHC(CH.sub.3).su b.2121 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.3 CH.sub.3 CH.sub.3 CH.sub.3122 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.3 CH.sub.3 CH.sub.3 (CH.sub.3).sub.2 CH123 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.3 CH.sub.3 CH.sub.3 (CH.sub.3).sub.3 C124 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.3 CH.sub.3 CH.sub.3 (CH.sub.3).sub.2CHC(CH.sub.3).sub .2125 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.2 H.sub.5 H H CH.sub.3 85126 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.2 H.sub.5 H H (CH.sub.3).sub.2 CH127 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.2 H.sub.5 H H (CH.sub.3).sub.3 C 99128 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.2 H.sub.5 H H (CH.sub.3).sub.2CHC(CH.sub.3).sub .2129 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.2 H.sub.5 H H (CH.sub.3).sub.3 CCH.sub.2130 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.2 H.sub.5 H H CH.sub.3 OCH.sub.2C(CH.sub.3).sub .2131 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.2 H.sub.5 H H ClCH.sub.2C(CH.sub.3).sub.2132 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.2 H.sub.5 H H ##STR49##133 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.2 H.sub.5 H H (CH.sub.3).sub.2 CCH134 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.2 H.sub.5 H H ##STR50##135 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.2 H.sub.5 CH.sub.3 H CH.sub.3 oil136 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.2 H.sub.5 CH.sub.3 H (CH.sub.3).sub.2 CH137 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.2 H.sub.5 CH.sub.3 H (CH.sub.3).sub.3 C oil138 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.2 H.sub.5 CH.sub.3 H (CH.sub.3).sub.2CHC(CH.sub.3).sub .2139 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.2 H.sub.5 CH.sub.3 H (CH.sub.3).sub.3 CCH.sub.2 oil140 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.2 H.sub.5 CH.sub.3 H CH.sub.3 OCH.sub.2C(CH.sub.3).sub .2141 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.2 H.sub.5 CH.sub.3 H ClCH.sub.2C(CH.sub.3).sub.2142 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.2 H.sub.5 CH.sub.3 H ##STR51##143 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.2 H.sub.5 CH.sub.3 H (CH.sub.3).sub.2 CCH144 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.2 H.sub.5 CH.sub.3 H ##STR52##145 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.2 H.sub.5 C.sub.2 H.sub.5 H CH.sub.3146 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.2 H.sub.5 C.sub.2 H.sub.5 H (CH.sub.3).sub.2 CH147 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.2 H.sub.5 C.sub.2 H.sub.5 H (CH.sub.3).sub.3 C148 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.2 H.sub.5 C.sub.2 H.sub.5 H (CH.sub.3).sub.2CHC(CH.sub.3).sub .2149 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.2 H.sub.5 C.sub.2 H.sub.5 H (CH.sub.3).sub.3 CCH.sub.2150 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.2 H.sub.5 C.sub.2 H.sub.5 H CH.sub.3 OCH.sub.2C(CH.sub.3).sub .2151 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.2 H.sub.5 C.sub.2 H.sub.5 H ClCH.sub.2C(CH.sub.3).sub.2152 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.2 H.sub.5 C.sub.2 H.sub.5 H ##STR53##153 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.2 H.sub.5 C.sub.2 H.sub.5 H (CH.sub.3).sub.2 CCH154 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.2 H.sub.5 C.sub.2 H.sub.5 H ##STR54##155 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.2 H.sub.5 C.sub.3 H.sub.7 H CH.sub.3156 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.2 H.sub.5 C.sub.3 H.sub.7 H (CH.sub.3).sub.2 CH157 CH.sub.3 CH.sub. 3 6-CH.sub.3 C.sub.2 H.sub.5 C.sub.3 H.sub.7 H (CH.sub.3).sub.3 C158 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.2 H.sub.5 C.sub.3 H.sub.7 H (CH.sub.3).sub.2 CHC(CH.sub.3).su b.2159 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.2 H.sub.5 (CH.sub.3).sub.2 CH H CH.sub.3160 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.2 H.sub.5 (CH.sub.3).sub.2 CH H (CH.sub.3).sub.2 CH161 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.2 H.sub.5 (CH.sub.3).sub.2 CH H (CH.sub.3).sub.3 C162 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.2 H.sub.5 (CH.sub.3).sub.2 CH H (CH.sub.3).sub.2 CHC(CH.sub.3).su b.2163 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.2 H.sub.5 CH.sub.3 CH.sub.3 CH.sub.3164 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.2 H.sub.5 CH.sub.3 CH.sub.3 (CH.sub.3).sub.2 CH165 CH.sub.3 CH.sub.3 6-CH.sub. 3 C.sub.2 H.sub.5 CH.sub.3 CH.sub.3 (CH.sub.3).sub.3 C166 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.2 H.sub.5 CH.sub.3 CH.sub.3 (CH.sub.3).sub.2 CHC(CH.sub.3).su b.2167 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.3 H.sub.7 H H CH.sub.3168 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.3 H.sub.7 H H (CH.sub.3).sub.2 CH169 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.3 H.sub.7 H H (CH.sub.3).sub.3 C170 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.3 H.sub.7 H H (CH.sub.3).sub.2CHC(CH.sub.3).sub .2171 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.3 H.sub.7 H H (CH.sub.3).sub.3 CCH.sub.3172 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.3 H.sub.7 H H CH.sub.3 OCH.sub.2C(CH.sub.3).sub .2173 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.3 H.sub.7 H H ClCH.sub.2C(CH.sub.3).sub.2174 CH.sub.3 CH.sub.3 6-CH.sub. 3 C.sub.3 H.sub.7 H H ##STR55##175 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.3 H.sub.7 H H (CH.sub.3).sub.2 CCH176 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.3 H.sub.7 H H ##STR56##177 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.3 H.sub.7 CH.sub.3 H CH.sub.3178 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.3 H.sub.7 CH.sub.3 H (CH.sub.3).sub.2 CH179 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.3 H.sub.7 CH.sub.3 H (CH.sub.3).sub.3 C180 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.3 H.sub.7 CH.sub.3 H (CH.sub.3).sub.2CHC(CH.sub.3).sub .2181 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.3 H.sub.7 CH.sub.3 H (CH.sub.3).sub.3 CCH.sub.2182 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.3 H.sub.7 CH.sub.3 H CH.sub.3 OCH.sub.2C(CH.sub.3).sub .2183 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.3 H.sub.7 CH.sub.3 H ClCH.sub.2C(CH.sub.3).sub.2184 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.3 H.sub.7 CH.sub.3 H ##STR57##185 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.3 H.sub.7 CH.sub.3 H (CH.sub.3).sub.2 CCH186 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.3 H.sub.7 CH.sub.3 H ##STR58##187 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.3 H.sub.7 C.sub.2 H.sub.5 H CH.sub.3188 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.3 H.sub.7 C.sub.2 H.sub.5 H (CH.sub.3).sub.2 CH189 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub. 3 H.sub.7 C.sub.2 H.sub.5 H (CH.sub.3).sub.3 C190 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.3 H.sub.7 C.sub.2 H.sub.5 H (CH.sub.3).sub.2CHC(CH.sub.3).sub .2191 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.3 H.sub.7 C.sub.2 H.sub.5 H (CH.sub.3).sub.3 CCH.sub.2192 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.3 H.sub.7 C.sub.2 H.sub.5 H CH.sub.3 OCH.sub.2C(CH.sub.3).sub .2193 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.3 H.sub.7 C.sub.2 H.sub.5 H ClCH.sub.2C(CH.sub.3).sub.2194 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.3 H.sub.7 C.sub.2 H.sub.5 H ##STR59##195 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.3 H.sub.7 C.sub.2 H.sub.5 H (CH.sub.3).sub.2 CCH196 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.3 H.sub.7 C.sub.2 H.sub.5 H ##STR60##197 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.3 H.sub.7 C.sub.3 H.sub.7 H CH.sub.3198 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.3 H.sub.7 C.sub.3 H.sub.7 H (CH.sub.3).sub.2 CH199 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.3 H.sub.7 C.sub.3 H.sub.7 H (CH.sub.3).sub.3 C200 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.3 H.sub.7 C.sub.3 H.sub.7 H (CH.sub.3).sub.2 CHC(CH.sub.3).su b.2201 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.3 H.sub.7 (CH.sub.3).sub.2 CH H CH.sub.3202 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.3 H.sub.7 (CH.sub.3).sub.2 CH H (CH.sub.3).sub.2 CH203 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.3 H.sub.7 (CH.sub.3).sub.2 CH H (CH.sub.3).sub.3 C204 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.3 H.sub.7 (CH.sub.3).sub.2 CH H (CH.sub.3).sub.2 CHC(CH.sub.3).su b.2205 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.3 H.sub.7 CH.sub.3 CH.sub.3 CH.sub.3206 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.3 H.sub.7 CH.sub.3 CH.sub.3 (CH.sub.3).sub.2 CH207 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.3 H.sub.7 CH.sub.3 CH.sub.3 (CH.sub.3).sub.3 C208 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.3 H.sub.7 CH.sub.3 CH.sub.3 (CH.sub.3).sub.2 CHC(CH.sub.3).su b.2209 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.2 CH H H CH.sub.3 75210 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.2 CH H H (CH.sub.3).sub.2 CH 80211 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.2 CH H H (CH.sub.3).sub.3 C 86212 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.2 CH H H (CH.sub.3).sub.2 CHC(CH.sub.3).su b.2 108213 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.2 CH H H (CH.sub.3).sub.3 CCH.sub.2 74214 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.2 CH H H CH.sub.3 OCH.sub.2C(CH.sub.3).sub .2 68215 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.2 CH H H ClCH.sub.2C(CH.sub.3).sub.2 153216 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.2 CH H H ##STR61##217 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.2 CH H H (CH.sub.3).sub.2 CCH 67218 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.2 CH H H ##STR62##219 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.2 CH H H ##STR63##220 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.2 CH H H ##STR64##221 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.2 CH H H ##STR65##222 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.2 CH H H ##STR66##223 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.2 CH H H ##STR67##224 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.2 CH H H ##STR68##225 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.2 CH H H ##STR69##226 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.2 CH H H ##STR70##227 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.2 CH H H ##STR71##228 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.2 CH H H ##STR72##229 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.2 CH H H ##STR73##230 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.2 CH H H ##STR74##231 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.2 CH CH.sub.3 H CH.sub.3 oil232 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.2 CH CH.sub.3 H (CH.sub.3).sub.2 CH233 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.2 CH CH.sub.3 H (CH.sub.3).sub.3 C 94234 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.2 CH CH.sub.3 H (CH.sub.3).sub.2CHC(CH.sub.3).sub .2235 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub. 2 CH CH.sub.3 H (CH.sub.3).sub.3 CCH.sub.2 oil236 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.2 CH CH.sub.3 H CH.sub.3 OCH.sub.2C(CH.sub.3).sub .2237 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.2 CH CH.sub.3 H ClCH.sub.2C(CH.sub.3).sub.2 112238 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.2 CH CH.sub.3 H ##STR75##239 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.2 CH CH.sub.3 H (CH.sub.3).sub.2 CCH240 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.2 CH CH.sub.3 H ##STR76##241 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.2 CH C.sub.2 H.sub.5 H CH.sub.3242 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.2 CH C.sub. 2 H.sub.5 H (CH.sub.3).sub.2 CH243 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.2 CH C.sub.2 H.sub.5 H (CH.sub.3).sub.3 C244 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.2 CH C.sub.2 H.sub.5 H (CH.sub.3).sub.2CHC(CH.sub.3).sub .2245 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.2 CH C.sub.2 H.sub.5 H (CH.sub.3).sub.3 CCH.sub.2246 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.2 CH C.sub.2 H.sub.5 H CH.sub.3 OCH.sub.2C(CH.sub.3).sub .2247 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.2 CH C.sub.2 H.sub.5 H ClCH.sub.2C(CH.sub.3).sub.2248 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.2 CH C.sub.2 H.sub.5 H ##STR77##249 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.2 CH C.sub.2 H.sub.5 H (CH.sub.3).sub.2 CCH250 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.2 CH C.sub.2 H.sub.5 H ##STR78##251 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.2 CH C.sub.3 H.sub.7 H CH.sub.3252 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.2 CH C.sub.3 H.sub.7 H (CH.sub.3).sub.2 CH253 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.2 CH C.sub.3 H.sub.7 H (CH.sub.3).sub.3 C254 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.2 CH C.sub.3 H.sub.7 H (CH.sub.3).sub.2 CHC(CH.sub.3).su b.2255 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.2 CH (CH.sub.3).sub.2 CH H CH.sub.3256 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.2 CH (CH.sub.3).sub.2 CH H (CH.sub. 3).sub.2 CH257 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.2 CH (CH.sub.3).sub.2 CH H (CH.sub.3).sub.3 C258 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.2 CH (CH.sub.3).sub.2 CH H (CH.sub.3).sub.2 CHC(CH.sub.3).su b.2259 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.2 CH CH.sub.3 CH.sub.3 CH.sub.3260 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.2 CH CH.sub.3 CH.sub.3 (CH.sub.3).sub.2 CH261 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.2 CH CH.sub.3 CH.sub.3 (CH.sub.3).sub.3 C262 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.2 CH CH.sub.3 CH.sub.3 (CH.sub.3).sub.2 CHC(CH.sub.3).su b.2263 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.4 H.sub.9 H H CH.sub.3264 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.4 H.sub.9 H H (CH.sub.3).sub.2 CH265 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.4 H.sub.9 H H (CH.sub.3).sub.3 C266 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.4 H.sub.9 H H (CH.sub.3).sub.2 CHC(CH.sub.3).su b.2267 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.4 H.sub.9 CH.sub.3 H CH.sub.3268 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.4 H.sub.9 CH.sub.3 H (CH.sub.3).sub.2 CH269 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.4 H.sub.9 CH.sub.3 H (CH.sub.3).sub.3 C270 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.4 H.sub.9 CH.sub.3 H (CH.sub.3).sub.2 CHC(CH.sub.3).su b.2271 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.2 CHCH.sub.2 H H CH.sub.3 oil272 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.2 CHCH.sub.2 H H (CH.sub.3).sub.2 CH oil273 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.2 CHCH.sub.2 H H (CH.sub.3).sub.3 C oil274 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.2 CHCH.sub.2 H H (CH.sub.3).sub.2 CHC(CH.sub.3).su b.2 oil275 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.2 CHCH.sub.2 CH.sub.3 H CH.sub.3 73276 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.2 CHCH.sub.2 CH.sub.3 H (CH.sub.3).sub.3 C oil277 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.2 CHCH.sub.2 CH.sub.3 H (CH.sub.3).sub.3 CCH.sub.2 oil278 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.2 CHCH.sub.2 CH.sub.3 H (CH.sub.3).sub.2 CHC(CH.sub.3).su b.2279 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR79## H H CH.sub.3 oil280 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR80## H H (CH.sub.3).sub.2 CH 66281 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR81## H H (CH.sub.3).sub.3 C 99282 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR82## H H (CH.sub.3).sub.2 CHC(CH.sub.3).su b.2 66283 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR83## CH.sub.3 H CH.sub.3 oil284 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR84## CH.sub.3 H (CH.sub.3).sub.2 CH285 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR85## CH.sub.3 H (CH.sub.3).sub.3 C 100286 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR86## CH.sub.3 H (CH.sub.3).sub.2 CHC(CH.sub.3).su b.2287 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.3 C H H (CH.sub.3).sub.2 CH oil288 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.3 C H H (CH.sub.3).sub.3 C 85289 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.3 C H H (CH.sub.3).sub.2 CHC(CH.sub.3).su b.2 107290 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.3 CCH.sub.2 H H CH.sub.3 oil291 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.3 CCH.sub.2 H H (CH.sub.3).sub.2 CH292 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.3 CCH.sub.2 H H (CH.sub.3).sub.3 C 83293 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.3 CCH.sub.2 H H (CH.sub.3).sub.2 CHC(CH.sub.3).su b.2294 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.2 CHCH(CH.sub.3) H H CH.sub.3295 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.2 CHCH(CH.sub.3) H H (CH.sub.3).sub.2 CH296 CH.sub.3 CH.sub. 3 6-CH.sub.3 (CH.sub.3).sub.2 CHCH(CH.sub.3) H H (CH.sub.3).sub.3 C297 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.2 CHCH(CH.sub.3) H H (CH.sub.3).sub.2 CHC(CH.sub.3).su b.2298 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.2 CHCH(CH.sub.3) H H CH.sub.3 oil299 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.2 CHCH(CH.sub.3) H H (CH.sub.3).sub.2 CH300 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.2 CHCH(CH.sub.3) H H (CH.sub.3).sub.3 C 92301 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.2 CHCH(CH.sub.3) H H (CH.sub.3).sub.2 CHC(CH.sub.3).su b.2302 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.2CHCH.sub.2 H H CH.sub.3 oil303 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.2CHCH.sub.2 H H (CH.sub.3).sub.2 CH oil304 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.2CHCH.sub.2 H H (CH.sub.3).sub.3 C oil305 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.2CHCH.sub.2 H H (CH.sub.3).sub.2 CHC(CH.sub.3).su b.2 oil306 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.2CHCH.sub.2 CH.sub.3 H CH.sub.3307 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.2CHCH.sub.2 CH.sub.3 H (CH.sub.3).sub.2 CH308 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.2CHCH.sub.2 CH.sub.3 H (CH.sub.3).sub.3 C309 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.2CHCH.sub.2 CH.sub.3 H (CH.sub.3).sub.2 CHC(CH.sub.3).su b.2310 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR87## H H CH.sub.3 oil311 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR88## H H (CH.sub.3).sub.2 CH 35312 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR89## H H (CH.sub.3).sub.3 C 75313 CH.sub.3 CH.sub. 3 6-CH.sub.3 ##STR90## H H (CH.sub.3).sub.2 CHC(CH.sub.3).su b.2314 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR91## H H (CH.sub.3).sub.3 CCH.sub.2315 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR92## H H CH.sub.3 OCH.sub.2C(CH.sub.3).sub .2316 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR93## H H ClCH.sub.2C(CH.sub.3).sub.2317 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR94## H H ##STR95##318 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR96## H H (CH.sub.3).sub.2 CCH319 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR97## H H ##STR98##320 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR99## CH.sub.3 H CH.sub.3 83321 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR100## CH.sub.3 H (CH.sub.3).sub.2 CH322 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR101## CH.sub.3 H (CH.sub.3).sub.3 C oil323 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR102## CH.sub.3 H (CH.sub.3).sub.2CHC(CH.sub.3).sub .2324 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR103## CH.sub.3 H (CH.sub.3).sub.3 CCH.sub.2 oil325 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR104## CH.sub.3 H CH.sub.3 OCH.sub.2C(CH.sub.3).sub .2326 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR105## CH.sub.3 H ClCH.sub.2C(CH.sub.3).sub.2327 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR106## CH.sub.3 H ##STR107##328 CH.sub. 3 CH.sub.3 6-CH.sub.3 ##STR108## CH.sub.3 H (CH.sub.3).sub.2 CCH329 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR109## CH.sub.3 H ##STR110##330 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR111## C.sub.2 H.sub.5 H CH.sub.3331 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR112## C.sub.2 H.sub.5 H (CH.sub.3).sub.2 CH332 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR113## C.sub.2 H.sub.5 H (CH.sub.3).sub.3 C333 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR114## C.sub.2 H.sub.5 H (CH.sub.3).sub.2CHC(CH.sub.3).sub .2334 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR115## C.sub.2 H.sub.5 H (CH.sub.3).sub.3 CCH.sub.2335 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR116## C.sub.2 H.sub.5 H CH.sub.3 OCH.sub.2C(CH.sub.3).sub .2336 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR117## C.sub.2 H.sub.5 H ClCH.sub.2C(CH.sub.3).sub.2337 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR118## C.sub.2 H.sub.5 H ##STR119##338 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR120## C.sub.2 H.sub.5 H (CH.sub.3).sub.2 CCH339 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR121## C.sub.2 H.sub.5 H ##STR122##340 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR123## C.sub.3 H.sub.7 H CH.sub.3341 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR124## C.sub.3 H.sub.7 H (CH.sub. 3).sub.2 CH342 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR125## C.sub.3 H.sub.7 H (CH.sub.3).sub.3 C343 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR126## C.sub.3 H.sub.7 H (CH.sub.3).sub.2 CHC(CH.sub.3).su b.2344 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR127## (CH.sub.3).sub.2 CH H CH.sub.3345 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR128## (CH.sub.3).sub.2 CH H (CH.sub.3).sub.2 CH346 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR129## (CH.sub.3).sub.2 CH H (CH.sub.3).sub.3 C347 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR130## (CH.sub.3).sub.2 CH H (CH.sub.3).sub.2 CHC(CH.sub.3).su b.2348 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR131## CH.sub.3 CH.sub.3 CH.sub.3349 CH.sub.3 CH.sub.3 6-CH.sub. 3 ##STR132## CH.sub.3 CH.sub.3 (CH.sub.3).sub.2 CH350 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR133## CH.sub.3 CH.sub.3 (CH.sub.3).sub.3 C351 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR134## CH.sub.3 CH.sub.3 (CH.sub.3).sub.2 CHC(CH.sub.3).su b.2352 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR135## H H CH.sub.3 60353 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR136## H H (CH.sub.3).sub.2 CH oil354 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR137## H H (CH.sub.3).sub.3 C 80355 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR138## H H (CH.sub.3).sub.2CHC(CH.sub.3).sub .2 85356 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR139## H H (CH.sub.3).sub.3 CCH.sub.2 74357 CH.sub.3 CH.sub.3 6-CH.sub. 3 ##STR140## H H CH.sub.3 OCH.sub.2C(CH.sub.3).sub .2358 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR141## H H ClCH.sub.2C(CH.sub.3).sub.2 94359 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR142## H H ##STR143## 39360 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR144## H H (CH.sub.3).sub.2 CCH oil361 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR145## H H ##STR146##362 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR147## CH.sub.3 H CH.sub.3 96363 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR148## CH.sub.3 H (CH.sub.3).sub.2 CH oil364 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR149## CH.sub.3 H (CH.sub.3).sub.3 C 63365 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR150## CH.sub.3 H (CH.sub.3).sub.2 CHC(CH.sub.3).su b.2366 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR151## CH.sub.3 H (CH.sub.3).sub.3 CCH.sub.2367 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR152## CH.sub.3 H CH.sub.3 OCH.sub.2C(CH.sub.3).sub .2368 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR153## CH.sub.3 H ClCH.sub.2C(CH.sub.3).sub.2369 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR154## CH.sub.3 H ##STR155##370 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR156## CH.sub.3 H (CH.sub.3).sub.2 CCH371 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR157## CH.sub.3 H ##STR158##372 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR159## C.sub.2 H.sub.5 H CH.sub.3373 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR160## C.sub.2 H.sub.5 H (CH.sub.3).sub.2 CH374 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR161## C.sub.2 H.sub.5 H (CH.sub.3).sub.3 C375 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR162## C.sub.2 H.sub.5 H (CH.sub.3).sub.2CHC(CH.sub.3).sub .2376 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR163## C.sub.2 H.sub.5 H (CH.sub.3).sub.3 CCH.sub.2377 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR164## C.sub.2 H.sub.5 H CH.sub.3 OCH.sub.2C(CH.sub.3).sub .2378 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR165## C.sub.2 H.sub. 5 H ClCH.sub.2C(CH.sub.3).sub.2379 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR166## C.sub.2 H.sub.5 H ##STR167##380 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR168## C.sub.2 H.sub.5 H (CH.sub.3).sub.2 CCH381 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR169## C.sub.2 H.sub.5 H ##STR170##382 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR171## C.sub.3 H.sub.7 H CH.sub.3383 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR172## C.sub.3 H.sub.7 H (CH.sub.3).sub.2 CH384 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR173## C.sub.3 H.sub.7 H (CH.sub.3).sub.3 C385 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR174## C.sub.3 H.sub.7 H (CH.sub.3).sub.2 CHC(CH.sub.3).su b.2386 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR175## (CH.sub.3).sub.2 CH H CH.sub.3387 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR176## (CH.sub.3).sub.2 CH H (CH.sub.3).sub.2 CH388 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR177## (CH.sub.3).sub.2 CH H (CH.sub.3).sub.3 C389 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR178## (CH.sub.3).sub.2 CH H (CH.sub.3).sub.2 CHC(CH.sub.3).su b.2390 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR179## CH.sub.3 CH.sub.3 CH.sub.3391 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR180## CH.sub.3 CH.sub.3 (CH.sub.3).sub.2 CH392 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR181## CH.sub.3 CH.sub.3 (CH.sub.3).sub.3 C393 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR182## CH.sub.3 CH.sub.3 (CH.sub.3).sub.2 CHC(CH.sub.3).su b.2394 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR183## H H CH.sub.3 78395 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR184## H H (CH.sub.3).sub.2 CH oil396 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR185## H H (CH.sub.3).sub.3 C 97397 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR186## H H (CH.sub.3).sub.2 CHC(CH.sub.3).su b.2 122398 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR187## H H (CH.sub.3).sub.3 CCH.sub.2399 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR188## H H CH.sub.3 OCH.sub.2C(CH.sub.3).sub .2400 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR189## H H ClCH.sub.2C(CH.sub.3 ).sub.2401 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR190## H H ##STR191##402 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR192## H H (CH.sub.3).sub.2 CCH403 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR193## H H ##STR194##404 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR195## CH.sub.3 H CH.sub.3 84405 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR196## CH.sub.3 H (CH.sub.3).sub.2 CH oil406 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR197## CH.sub.3 H (CH.sub.3).sub.3 C 72407 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR198## CH.sub.3 H (CH.sub.3).sub.2CHC(CH.sub.3).sub .2408 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR199## CH.sub.3 H (CH.sub.3).sub.3 CCH.sub.2 118409 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR200## CH.sub.3 H CH.sub.3 OCH.sub.2C(CH.sub.3).sub .2410 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR201## CH.sub.3 H ClCH.sub.2C(CH.sub.3).sub.2 115411 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR202## CH.sub.3 H ##STR203##412 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR204## CH.sub.3 H (CH.sub.3).sub.2 CCH413 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR205## CH.sub.3 H ##STR206##414 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR207## C.sub.2 H.sub.5 H CH.sub.3415 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR208## C.sub.2 H.sub.5 H (CH.sub.3).sub.2 CH416 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR209## C.sub.2 H.sub.5 H (CH.sub.3).sub.3 C417 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR210## C.sub.2 H.sub.5 H (CH.sub.3).sub.2 CHC(CH.sub.3).su b.2418 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR211## C.sub.2 H.sub.5 H (CH.sub.3).sub.3 CCH.sub.2419 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR212## C.sub.2 H.sub.5 H CH.sub.3 OCH.sub.2C(CH.sub.3).sub .2420 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR213## C.sub.2 H.sub.5 H ClCH.sub.2C(CH.sub.3).sub.2421 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR214## C.sub.2 H.sub.5 H ##STR215##422 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR216## C.sub.2 H.sub.5 H (CH.sub.3).sub.2 CCH423 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR217## C.sub.2 H.sub.5 H ##STR218##424 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR219## C.sub.3 H.sub.7 H CH.sub.3425 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR220## C.sub.3 H.sub.7 H (CH.sub.3).sub.2 CH426 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR221## C.sub.3 H.sub.7 H (CH.sub.3).sub.3 C427 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR222## C.sub.3 H.sub.7 H (CH.sub.3).sub.2 CHC(CH.sub.3).su b.2428 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR223## (CH.sub.3 ).sub.2 CH H CH.sub.3429 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR224## (CH.sub.3).sub.2 CH H (CH.sub.3).sub.2 CH430 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR225## (CH.sub.3).sub.2 CH H (CH.sub.3).sub.3 C431 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR226## (CH.sub.3).sub.2 CH H (CH.sub.3).sub.2 CHC(CH.sub.3).su b.2432 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR227## CH.sub.3 CH.sub.3 CH.sub.3433 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR228## CH.sub.3 CH.sub.3 (CH.sub.3).sub.2 CH434 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR229## CH.sub.3 CH.sub.3 (CH.sub.3).sub.3 C435 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR230## CH.sub.3 CH.sub.3 (CH.sub.3).sub.2 CHC(CH.sub.3).su b.2436 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR231## H H CH.sub.3 oil437 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR232## H H (CH.sub.3).sub.2 CH438 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR233## H H (CH.sub.3).sub.3 C 104439 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR234## H H (CH.sub.3).sub.2CHC(CH.sub.3).sub .2440 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.3OCH.sub.2CH(CH.sub.3) H H CH.sub.3 76441 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.3OCH.sub.2CH(CH.sub.3) H H (CH.sub.3).sub.2 CH442 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.3OCH.sub.2CH(CH.sub.3) H H (CH.sub.3).sub.3 C oil443 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.3OCH.sub.2CH(CH.sub.3) H H (CH.sub.3).sub.2 CHC(CH.sub.3).su b.2444 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.3 O (CH.sub.2).sub.2 H H CH.sub.3 oil445 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.3 O(CH.sub.2).sub.2 H H (CH.sub.3).sub.2 CH oil446 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.3 O(CH.sub.2).sub.2 H H (CH.sub.3).sub.3 C oil447 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.3 O(CH.sub.2).sub.2 H H (CH.sub.3).sub.2 CHC(CH.sub.3).su b.2 oil448 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.3 O(CH.sub.2).sub.2 CH.sub.3 H CH.sub.3 oil449 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.3 O(CH.sub.2).sub.2 CH.sub.3 H (CH.sub.3).sub.2 CH oil450 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.3 O(CH.sub.2).sub.2 CH.sub.3 H (CH.sub.3).sub.3 C oil451 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.3 O(CH.sub.2).sub.2 CH.sub.3 H (CH.sub.3).sub.2 CHC(CH.sub.3).su b.2 oil452 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub. 3 O(CH.sub.2).sub.3 H H CH.sub.3 oil453 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.3 O(CH.sub.2).sub.3 H H (CH.sub.3).sub.2 CH oil454 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.3 O(CH.sub.2).sub.3 H H (CH.sub.3).sub.3 C oil455 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.3 O(CH.sub.2).sub.3 H H (CH.sub.3).sub.2 CHC(CH.sub.3).su b.2 oil455 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.3 O(CH.sub.2).sub.3 CH.sub.3 H CH3 oil457 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.3 O(CH.sub.2).sub.3 CH.sub.3 H (CH.sub.3).sub.2 CH oil458 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.3 O(CH.sub.2).sub.3 CH.sub.3 H (CH.sub.3).sub.3 C oil459 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.3 O(CH.sub.2).sub.3 CH.sub.3 H (CH.sub.3).sub.2 CHC(CH.sub.3).su b.2 oil460 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.2 H.sub.5 O(CH.sub.2).sub.2CH(CH.sub.3) H H CH.sub.3 oil461 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.2 H.sub.5 O(CH.sub.2).sub.2CH(CH.sub.3) H H (CH.sub.3).sub.2 CH oil462 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.2 H.sub.5 O(CH.sub.2).sub.2CH(CH.sub.3) H H (CH.sub.3).sub.3 C oil463 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.2 H.sub.5 O(CH.sub.2).sub.2CH(CH.sub.3) H H (CH.sub.3).sub.2 CHC(CH.sub.3).su b.2 oil464 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.3 OCH.sub.2CH(CH.sub.3)CH H H CH.sub.3 oil465 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.3 OCH.sub.2CH(CH.sub.3)CH H H (CH.sub.3).sub.2 CH oil466 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.3 OCH.sub.2CH(CH.sub.3)CH H H (CH.sub.3).sub.3 C oil467 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.3 OCH.sub.2CH(CH.sub.3) CH H H (CH.sub.3).sub.2 CHC(CH.sub.3).su b.2 oil468 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.2 H.sub.5S(CH.sub.2).sub.2 H H CH.sub.3 oil469 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.2 H.sub.5S(CH.sub.2).sub.2 H H (CH.sub.3).sub.2 CH oil470 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.2 H.sub.5S(CH.sub.2).sub.2 H H (CH.sub.3).sub.3 C oil471 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.2 H.sub.5S(CH.sub.2).sub.2 H H (CH.sub.3).sub.2 CHC(CH.sub.3).su b.2 oil__________________________________________________________________________ TABLE 3__________________________________________________________________________ ##STR235## (Ic)Ex.No. X Y Z.sub.n A B C* R.sup.1 mp .degree.C.__________________________________________________________________________472 CH.sub.3 CH.sub.3 5-CH.sub.3 CH.sub.3 H H CH.sub.3473 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.3 H H C.sub.2 H.sub.5474 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.3 H H (CH.sub.3).sub.2 CH475 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.3 H H (CH.sub.3).sub.2 CHCH.sub.2476 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.3 H H ##STR236##477 CH.sub.3 CH.sub. 3 6-CH.sub.3 CH.sub.3 H H (CH.sub.3).sub.3 CCH.sub.2478 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.3 H H ##STR237##479 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.3 H H ##STR238##480 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.3 CH.sub.3 H CH.sub.3481 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.3 CH.sub.3 H C.sub.2 H.sub.5 oil482 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.3 CH.sub.3 H (CH.sub.3).sub.2 CH oil483 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.3 CH.sub.3 H (CH.sub.3).sub.2 CHCH.sub.2 oil484 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.3 CH.sub.3 H ##STR239## oil485 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.3 CH.sub.3 H (CH.sub.3).sub.3 CCH.sub.2 146486 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.3 CH.sub.3 H ##STR240##487 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.3 CH.sub.3 H ##STR241##488 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.3 C.sub.2 H.sub.5 H CH.sub.3489 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.3 C.sub.2 H.sub.5 H C.sub.2 H.sub.5490 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.3 C.sub.2 H.sub.5 H (CH.sub.3).sub.2 CH491 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.3 C.sub.2 H.sub.5 H (CH.sub.3).sub.2 CHCH.sub.2492 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.3 C.sub.2 H.sub.5 H ##STR242##493 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.3 C.sub.2 H.sub.5 H (CH.sub.3).sub.3 CCH.sub.2494 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.3 C.sub.2 H.sub.5 H ##STR243##495 CH.sub. 3 CH.sub.3 6-CH.sub.3 CH.sub.3 C.sub.2 H.sub.5 H ##STR244##496 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.3 C.sub.3 H.sub.7 H C.sub.2 H.sub.5497 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.3 C.sub.3 H.sub.7 H (CH.sub.3).sub.2 CH498 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.3 C.sub.3 H.sub.7 H (CH.sub.3).sub.2 CHCH.sub.2499 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.3 C.sub.3 H.sub.7 H ##STR245##500 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.3 (CH.sub.3).sub.2 CH H (CH.sub.3).sub.3 CCH.sub.2501 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.3 (CH.sub.3).sub.2 CH H C.sub.2 H.sub.5502 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.3 (CH.sub.3).sub.2 CH H (CH.sub.3).sub.2 CH503 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.3 (CH.sub. 3).sub.2 CH H (CH.sub.3).sub.2 CHCH.sub.2504 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.3 (CH.sub.3).sub.2 CH H ##STR246##505 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.3 (CH.sub.3).sub.2 CH H (CH.sub.3).sub.3 CCH.sub.2506 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.2 H.sub.5 H H CH.sub.3507 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.2 H.sub.5 H H C.sub.2 H.sub.5508 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.2 H.sub.5 H H (CH.sub.3).sub.2 CH oil509 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.2 H.sub.5 H H (CH.sub.3).sub.2 CHCH.sub.2510 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.2 H.sub.5 H H ##STR247##511 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.2 H.sub.5 H H (CH.sub.3).sub.3 CCH.sub.2512 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.2 H.sub.5 H H ##STR248##513 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.2 H.sub.5 H H ##STR249##514 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.2 H.sub.5 CH.sub.3 H CH.sub.3515 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.2 H.sub.5 CH.sub.3 H C.sub.2 H.sub.5 oil516 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.2 H.sub.5 CH.sub.3 H (CH.sub.3).sub.2 CH517 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.2 H.sub.5 CH.sub.3 H (CH.sub.3).sub.2 CHCH.sub.2518 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.2 H.sub.5 CH.sub.3 H ##STR250##519 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.2 H.sub.5 CH.sub.3 H (CH.sub.3).sub.3 CCH.sub.2520 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.2 H.sub.5 CH.sub.3 H ##STR251##521 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.2 H.sub.5 CH.sub.3 H ##STR252##522 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.2 H.sub.5 C.sub.2 H.sub.5 H CH.sub.3523 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.2 H.sub.5 C.sub.2 H.sub.5 H C.sub.2 H.sub.5524 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.2 H.sub.5 C.sub.2 H.sub.5 H (CH.sub.3).sub.2 CH525 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.2 H.sub.5 C.sub.2 H.sub.5 H (CH.sub.3).sub.2 CHCH.sub.2526 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.2 H.sub.5 C.sub.2 H.sub.5 H ##STR253##527 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.2 H.sub.5 C.sub.2 H.sub.5 H (CH.sub.3).sub.3 CCH.sub.2528 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.2 H.sub.5 C.sub.2 H.sub.5 H ##STR254##529 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.2 H.sub.5 C.sub.2 H.sub.5 H ##STR255##530 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.2 H.sub.5 C.sub.3 H.sub.7 H C.sub.2 H.sub.5531 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.2 H.sub.5 C.sub.3 H.sub.5 H (CH.sub.3).sub.2 CH532 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.2 H.sub.5 C.sub.3 H.sub.7 H (CH.sub.3).sub.2 CHCH.sub.2533 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.2 H.sub.5 C.sub.3 H.sub.7 H ##STR256##534 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.2 H.sub.5 (CH.sub.3).sub.2 CH H (CH.sub.3).sub.3 CCH.sub.2535 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.2 H.sub.5 (CH.sub.3).sub.2 CH H C.sub.2 H.sub.5536 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.2 H.sub.5 (CH.sub.3).sub.2 CH H (CH.sub.3).sub.2 CH537 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.2 H.sub.5 (CH.sub.3).sub.2 CH H (CH.sub.3).sub.2 CHCH.sub.2538 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.2 H.sub.5 (CH.sub.3).sub.2 CH H ##STR257##539 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.2 H.sub.5 (CH.sub.3).sub.2 CH H (CH.sub.3).sub.3 CCH.sub.2540 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.3 H.sub.7 H H CH.sub.3541 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.3 H.sub.7 H H C.sub.2 H.sub.5542 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.3 H.sub.7 H H (CH.sub.3).sub.2 CH543 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.3 H.sub.7 H H (CH.sub.3).sub.2 CHCH.sub.2544 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.3 H.sub.7 H H ##STR258##545 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.3 H.sub.7 H H (CH.sub.3).sub.3 CCH.sub.2546 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.3 H.sub.7 H H ##STR259##547 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.3 H.sub.7 H H ##STR260##548 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.3 H.sub.7 CH.sub.3 H CH.sub.3549 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.3 H.sub.7 CH.sub.3 H C.sub.2 H.sub.5550 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.3 H.sub.7 CH.sub.3 H (CH.sub.3).sub.2 CH551 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.3 H.sub.7 CH.sub.3 H (CH.sub.3).sub.2 CHCH.sub.2552 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.3 H.sub.7 CH.sub.3 H ##STR261##553 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.3 H.sub.7 CH.sub.3 H (CH.sub.3).sub.3 CCH.sub.2554 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.2 H.sub.5 CH.sub.3 H ##STR262##555 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.2 H.sub.5 CH.sub.3 H ##STR263##556 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.3 H.sub.7 C.sub.2 H.sub.5 H CH.sub.3557 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.3 H.sub.7 C.sub.2 H.sub.5 H C.sub.2 H.sub.5558 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.3 H.sub.7 C.sub.2 H.sub.5 H (CH.sub.3).sub.2 CH559 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.3 H.sub.7 C.sub.2 H.sub.5 H (CH.sub.3).sub.2 CHCH.sub.2560 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.3 H.sub.7 C.sub.2 H.sub.5 H ##STR264##561 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.3 H.sub.7 C.sub.2 H.sub.5 H (CH.sub.3).sub.3 CCH.sub.2562 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.3 H.sub.7 C.sub.2 H.sub.5 H ##STR265##563 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.3 H.sub.7 C.sub.2 H.sub.5 H ##STR266##564 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.3 H.sub.7 C.sub.3 H.sub.7 H C.sub.2 H.sub.5565 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.3 H.sub.7 C.sub.3 H.sub.7 H (CH.sub.3).sub.2 CH566 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.3 H.sub.7 C.sub.3 H.sub.7 H (CH.sub.3).sub.2 CHCH.sub.2567 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.3 H.sub.7 C.sub.3 H.sub.7 H ##STR267##568 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.3 H.sub.7 C.sub.3 H.sub.7 H (CH.sub.3).sub.3 CCH.sub.2569 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.3 H.sub.7 (CH.sub.3).sub.2 CH H C.sub.2 H.sub.5570 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.3 H.sub.7 (CH.sub.3).sub.2 CH H (CH.sub.3).sub.2 CH571 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.3 H.sub.7 (CH.sub.3).sub.2 CH H (CH.sub.3).sub.2 CHCH.sub.2572 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.3 H.sub.7 (CH.sub.3).sub.2 CH H ##STR268##573 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.3 H.sub.7 (CH.sub.3).sub.2 CH H (CH.sub.3).sub.3 CCH.sub.2574 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.2 CH H H CH.sub.3 67575 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.2 CH H H C.sub.2 H.sub.5 87576 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.2 CH H H (CH.sub.3).sub.2 CHCH.sub.2 41577 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.2 CH H H ##STR269## 83578 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.2 CH H H (CH.sub.3).sub.3 CCH.sub.2 oil579 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.2 CH H H ##STR270##580 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.2 CH CH.sub.3 H CH.sub.3581 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.2 CH CH.sub.3 H C.sub.2 H.sub.5582 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.2 CH CH.sub.3 H (CH.sub.3).sub.2 CH583 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.2 CH CH.sub.3 H (CH.sub.3).sub.2 CHCH.sub.2584 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.2 CH CH.sub.3 H ##STR271##585 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.2 CH CH.sub.3 H (CH.sub.3).sub.3 CCH.sub.2 83586 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.2 CH CH.sub.3 H ##STR272##587 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.2 CH CH.sub.3 H ##STR273##588 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.2 CH C.sub.2 H.sub.5 H CH.sub.3589 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.2 CH C.sub.2 H.sub.5 H C.sub.2 H.sub.5590 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.2 CH C.sub.2 H.sub.5 H (CH.sub.3).sub.2 CH591 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.2 CH C.sub.2 H.sub.5 H (CH.sub.3).sub.2 CHCH.sub.2592 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.2 CH C.sub.2 H.sub.5 H ##STR274##593 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.2 CH C.sub.2 H.sub.5 H (CH.sub.3).sub.3 CCH.sub.2594 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.2 CH C.sub.2 H.sub.5 H ##STR275##595 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.2 CH C.sub.2 H.sub.5 H ##STR276##596 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.2 CH C.sub.3 H.sub.7 H C.sub.2 H.sub.5597 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.2 CH C.sub.3 H.sub.7 H (CH.sub.3).sub.2 CH598 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.2 CH C.sub.3 H.sub.7 H (CH.sub.3).sub.2 CHCH.sub.2599 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.2 CH C.sub.3 H.sub.7 H ##STR277##600 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.2 CH C.sub.3 H.sub.7 H (CH.sub.3).sub.3 CCH.sub.2601 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.2 CH (CH.sub.3).sub.2 CH H C.sub.2 H.sub.5602 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.2 CH (CH.sub.3).sub.2 CH H (CH.sub.3).sub.2 CH603 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.2 CH (CH.sub.3).sub.2 CH H (CH.sub.3).sub.2 CHCH.sub.2604 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.2 CH (CH.sub.3).sub.2 CH H ##STR278##605 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.2 CH (CH.sub.3).sub.2 CH H (CH.sub.3).sub.3 CCH.sub.2606 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.4 H.sub.9 H H C2H.sub.5607 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.4 H.sub.9 H H (CH.sub.3).sub. 2 CH608 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.4 H.sub.9 H H (CH.sub.3).sub.2 CHCH.sub.2609 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.4 H.sub.9 H H ##STR279##610 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.4 H.sub.9 H H (CH.sub.3).sub.3 CCH.sub.2611 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.4 H.sub.9 CH.sub.3 H C.sub.2 H.sub.5612 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.4 H.sub.9 CH.sub.3 H (CH.sub.3).sub.2 CH613 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.4 H.sub.9 CH.sub.3 H (CH.sub.3).sub.2 CHCH.sub.2614 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.4 H.sub.9 CH.sub.3 H ##STR280##615 CH.sub.3 CH.sub.3 6-CH.sub.3 C.sub.4 H.sub.9 CH.sub.3 H (CH.sub.3).sub.3 CCH.sub.2616 CH.sub. 3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.2 CHCH.sub.2 H H C.sub.2 H.sub.5617 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.2 CHCH.sub.2 H H (CH.sub.3).sub.2 CH618 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.2 CHCH.sub.2 H H (CH.sub.3).sub.2 CHCH.sub.2619 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.2 CHCH.sub.2 H H ##STR281##620 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.2 CHCH.sub.2 H H (CH.sub.3).sub.3 CCH.sub.2621 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.2 CHCH.sub.2 CH.sub.3 H C.sub.2 H.sub.5622 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.2 CHCH.sub.2 CH.sub.3 H (CH.sub.3).sub.2 CH623 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.2 CHCH.sub.2 CH.sub.3 H (CH.sub.3).sub.2 CHCH.sub.2624 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.2 CHCH.sub.2 CH.sub.3 H ##STR282##625 CH.sub.3 CH.sub.3 6-CH.sub.3 (CH.sub.3).sub.2 CHCH.sub.2 CH.sub.3 H (CH.sub.3).sub.2 CHCH.sub.2626 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR283## H H C.sub.2 H.sub.5627 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR284## H H (CH.sub.3).sub.2 CH628 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR285## H H (CH.sub.3).sub.2 CHCH.sub.2629 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR286## H H ##STR287##630 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR288## H H (CH.sub.3).sub.3 CCH.sub.2631 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR289## CH.sub.3 H C.sub.2 H.sub.5632 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR290## CH.sub.3 H (CH.sub.3).sub.2 CH633 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR291## CH.sub.3 H (CH.sub.3).sub.2 CHCH.sub.2634 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR292## CH.sub.3 H ##STR293##635 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR294## CH.sub.3 H (CH.sub.3).sub.3 CCH.sub.2636 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.2CHCH.sub.2 H H C.sub.2 H.sub.5637 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.2CHCH.sub.2 H H (CH.sub.3).sub.2 CH oil638 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.2CHCH.sub.2 H H (CH.sub.3).sub.2 CHCH.sub.2639 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.2CHCH.sub.2 H H ##STR295##640 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.2CHCH.sub.2 H H (CH.sub.3).sub.3 CCH.sub.2641 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR296## H H C.sub.2 H.sub.5642 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR297## H H (CH.sub.3).sub.2 CH oil643 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR298## H H (CH.sub.3).sub.2 CHCH.sub.2644 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR299## H H ##STR300##645 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR301## H H (CH.sub.3).sub.3 CCH.sub.2646 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR302## H H CH.sub.3647 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR303## H H C.sub.2 H.sub.5648 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR304## H H (CH.sub.3).sub.2 CH649 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR305## H H (CH.sub.3).sub.2 CHCH.sub.2650 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR306## H H ##STR307## oil651 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR308## H H (CH.sub.3).sub.3 CCH.sub.2652 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR309## H H ##STR310##653 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR311## H H ##STR312##654 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR313## CH.sub.3 H CH.sub.3655 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR314## CH.sub.3 H C.sub.2 H.sub.5656 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR315## CH.sub.3 H (CH.sub.3).sub.2 CH657 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR316## CH.sub.3 H (CH.sub.3).sub.2 CHCH.sub.2658 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR317## CH.sub.3 H ##STR318##659 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR319## CH.sub.3 H (CH.sub.3).sub.3 CCH.sub.2660 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR320## CH.sub.3 H ##STR321##661 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR322## CH.sub.3 H ##STR323##662 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR324## C.sub.2 H.sub.5 H CH.sub.3663 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR325## C.sub.2 H.sub.5 H C.sub.2 H.sub.5664 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR326## C.sub.2 H.sub.5 H (CH.sub.3).sub.2 CH665 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR327## C.sub.2 H.sub.5 H (CH.sub.3).sub.2 CHCH.sub.2666 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR328## C.sub.2 H.sub.5 H ##STR329## oil667 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR330## C.sub.2 H.sub.5 H (CH.sub.3).sub.3 CCH.sub.2668 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR331## C.sub.2 H.sub.5 H ##STR332##669 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR333## C.sub.2 H.sub.5 H ##STR334##670 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR335## C.sub.3 H.sub.7 H C.sub.2 H.sub.5671 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR336## C.sub.3 H.sub.7 H (CH.sub.3).sub.2 CH672 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR337## C.sub.3 H.sub.7 H (CH.sub.3).sub.2 CHCH.sub.2673 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR338## C.sub.3 H.sub.7 H ##STR339##674 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR340## C.sub.3 H.sub.7 H (CH.sub.3).sub.3 CCH.sub.2675 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR341## (CH.sub.3).sub.2 CH H C.sub.2 H5676 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR342## (CH.sub.3).sub.2 CH H (CH.sub.3).sub.2 CH677 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR343## (CH.sub.3).sub.2 CH H (CH.sub.3).sub.2 CHCH.sub.2678 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR344## (CH.sub.3).sub.2 CH H ##STR345##679 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR346## (CH.sub.3).sub.2 CH H (CH.sub.3).sub.3 CCH.sub.2680 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR347## H H CH.sub.3 70681 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR348## H H C.sub.2 H.sub.5 56682 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR349## H H (CH.sub.3).sub.2 CH 84683 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR350## H H (CH.sub.3).sub.2 CHCH.sub.2 69684 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR351## H H ##STR352## 64685 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR353## H H (CH.sub.3).sub.3 CCH.sub.2 114686 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR354## H H ##STR355##687 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR356## H H ##STR357##688 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR358## CH.sub.3 H CH.sub.3689 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR359## CH.sub.3 H C.sub.2 H.sub.5690 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR360## CH.sub.3 H (CH.sub.3).sub.2 CH691 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR361## CH.sub.3 H (CH.sub.3).sub.2 CHCH.sub.2692 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR362## CH.sub.3 H ##STR363##693 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR364## CH.sub.3 H (CH.sub.3).sub.3 CCH.sub.2694 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR365## CH.sub.3 H ##STR366##695 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR367## CH.sub.3 H ##STR368##696 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR369## C.sub.2 H.sub.5 H CH.sub.3697 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR370## C.sub.2 H.sub.5 H C.sub.2 H.sub.5698 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR371## C.sub.2 H.sub.5 H (CH.sub.3).sub.2 CH699 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR372## C.sub.2 H.sub.5 H (CH.sub.3).sub.2 CHCH.sub.2700 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR373## C.sub.2 H.sub.5 H ##STR374##701 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR375## C.sub.2 H.sub.5 H (CH.sub.3).sub.3 CCH.sub.2702 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR376## C.sub.2 H.sub.5 H ##STR377##703 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR378## C.sub.2 H.sub.5 H ##STR379##704 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR380## C.sub.3 H.sub.7 H C.sub.2 H.sub.5705 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR381## C.sub.3 H.sub.7 H (CH.sub.3).sub.2 CH706 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR382## C.sub.3 H.sub.7 H (CH.sub.3).sub.2 CHCH.sub.2707 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR383## C.sub.3 H.sub.7 H ##STR384##708 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR385## C.sub.3 H.sub.7 H (CH.sub.3).sub.3 CCH.sub.2709 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR386## (CH.sub.3).sub.2 CH H C2H.sub.5710 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR387## (CH.sub.3).sub.2 CH H (CH.sub.3).sub.2 CH711 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR388## (CH.sub.3).sub.2 CH H (CH.sub.3).sub.2 CHCH.sub.2712 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR389## (CH.sub.3).sub.2 CH H ##STR390##713 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR391## (CH.sub.3).sub.2 CH H (CH.sub.3).sub.3 CCH.sub.2714 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR392## H H CH.sub.3715 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR393## H H C.sub.2 H.sub.5716 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR394## H H (CH.sub.3).sub.2 CH717 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR395## H H (CH.sub.3).sub.2 CHCH.sub.2718 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR396## H H ##STR397##719 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR398## H H (CH.sub.3).sub.3 CCH.sub.2720 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR399## H H ##STR400##721 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR401## H H ##STR402##722 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR403## CH.sub.3 H CH.sub.3723 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR404## CH.sub.3 H C.sub.2 H.sub.5724 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR405## CH.sub.3 H (CH.sub.3).sub.2 CH725 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR406## CH.sub.3 H (CH.sub.3).sub.2 CHCH.sub.2726 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR407## CH.sub.3 H ##STR408##727 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR409## CH.sub.3 H (CH.sub.3).sub.3 CCH.sub.2728 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR410## CH.sub.3 H ##STR411##729 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR412## CH.sub.3 H ##STR413##730 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR414## C.sub.2 H.sub.5 H CH.sub.3731 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR415## C.sub.2 H.sub.5 H C.sub.2 H.sub.5732 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR416## C.sub.2 H.sub.5 H (CH.sub.3).sub.2 CH733 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR417## C.sub.2 H.sub.5 H (CH.sub.3).sub.2 CHCH.sub.2734 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR418## C.sub.2 H.sub.5 H ##STR419##735 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR420## C.sub.2 H.sub.5 H (CH.sub.3).sub.3 CCH.sub.2736 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR421## C.sub.2 H.sub.5 H ##STR422##737 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR423## C.sub.2 H.sub.5 H ##STR424##738 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR425## C.sub.3 H.sub.7 H C.sub.2 H.sub.5739 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR426## C.sub.3 H.sub.7 H (CH.sub.3).sub.2 CH740 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR427## C.sub.3 H.sub.7 H (CH.sub.3).sub.2 CHCH.sub.2741 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR428## C.sub.3 H.sub.7 H ##STR429##742 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR430## C.sub.3 H.sub.7 H (CH.sub.3).sub.3 CCH.sub.2743 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR431## (CH.sub.3).sub.2 CH H C.sub.2 H.sub.5744 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR432## (CH.sub.3).sub.2 CH H (CH.sub.3).sub.2 CH745 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR433## (CH.sub.3).sub.2 CH H (CH.sub.3).sub.2 CHCH.sub.2746 CH.sub. 3 CH.sub.3 6-CH.sub.3 ##STR434## (CH.sub.3).sub.2 CH H ##STR435##747 CH.sub.3 CH.sub.3 6-CH.sub.3 ##STR436## (CH.sub.3).sub.2 CH H (CH.sub.3).sub.3 CCH.sub.2748 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.3O(CH.sub.2).sub.2 H H C.sub.2 H.sub.5749 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.3O(CH.sub.2).sub.2 H H (CH.sub.3).sub.2 CH750 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.3O(CH.sub.2).sub.3 H H (CH.sub.3).sub.2 CHCH.sub.2751 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.3O(CH.sub.2).sub.2 H H ##STR437##752 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.3O(CH.sub.2).sub.2 H H (CH.sub.3).sub.3 CCH.sub.2753 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.3O (CH.sub.2).sub.2 CH.sub.3 H C.sub.2 H.sub.5754 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.3O(CH.sub.2).sub.2 CH.sub.3 H (CH.sub.3).sub.2 CH755 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.3O(CH.sub.2).sub.2 CH.sub.3 H (CH.sub.3).sub.2 CHCH.sub.2 57756 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.3O(CH.sub.2).sub.2 CH.sub.3 H ##STR438## 54757 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.3O(CH.sub.2).sub.2 CH.sub.3 H (CH.sub.3).sub.3 CCH.sub.2758 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.3OCH.sub.2CH(CH.sub.3) H H C.sub.2 H.sub.5 60759 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.3OCH.sub.2CH(CH.sub.3) H H (CH.sub.3).sub.2 CH760 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.3OCH.sub.2CH(CH.sub.3) H H (CH.sub.3).sub.2 CHCH.sub.2761 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.3OCH.sub.2CH(CH.sub.3) H H ##STR439##762 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.3OCH.sub.2CH(CH.sub.3) H H (CH.sub.3).sub.3 CCH.sub.2763 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.3OCH.sub.2CH(CH.sub.3) CH.sub.3 H C.sub.2 H.sub.5764 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.3OCH.sub.2CH(CH.sub.3) CH.sub.3 H (CH.sub.3).sub.2 CH765 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.3OCH.sub.2CH(CH.sub.3) CH.sub.3 H (CH.sub.3).sub.2 CHCH.sub.2766 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.3OCH.sub.2CH(CH.sub.3) CH.sub.3 H ##STR440##767 CH.sub.3 CH.sub.3 6-CH.sub.3 CH.sub.3OCH.sub.2CH(CH.sub.3) CH.sub.3 H (CH.sub.3).sub.3 CCH.sub.2__________________________________________________________________________

Preparation of the intermediates

EXAMPLE I ##STR441##

11.25 g (0.15 mol) of sarcosine and 3 g (0.075 mol) of NaOH are dissolved in 210 ml of water. While cooking the solution in a water bath 9 g (0.225 mol) of NaOH, dissolved in 45 ml of water, and 29.6 g (0.15 mol) of mesityleneacetyl chloride are added synchronously dropwise, during which addition the temperature is kept at <40 .degree. C. After 1 hour the mixture is acidified with concentrated HCI at 0.degree. to 20.degree. C., filtered off and the filtrate is dried in vacuo over P.sub.2 O.sub.5 at 70.degree. C. 37.1 g (99.3 % of theory) of N-(2,4,6-trimethyl-phenyl-acetyl)-sarcosine of a melting point of 140.degree. C. are obtained.

EXAMPLE II ##STR442##

37.1 g (0.149 mol) of N-(2,4,6-trimethyl-phenyl-acetyl)-sarcosine are suspended in 150 ml of methanol, 22 ml (0.165 mol) of dimethoxypropane are added and, after adding 1,43 g (7 5 mmol) of p-toluenesulphonic acid monohydrate,the mixture is refluxed for 3 hours.

After evaporating off the solvent, the residue is taken up in CH.sub.2 Cl.sub.2, washed with bicarbonate solution, dried and evaporated on a rotary evaporator. 34 g (about 86.7% of theory) of N-(2,4)6-trimethylphenyl-acetyl)-sarcosine methyl ester are obtained in the form of a pale yellow oil.

.sup.1 H-NMR(200 MHz, CDCl.sub.3): .delta.=2.18, 2 2, 2 28 (s, 9H Ar-CH.sub.3); 3.0, 3.2 (s, 3H, NCH.sub.3), 3.64, 3.67 (s, 2H, CH.sub.2 -Ar), 3.66, 3.69 (s, 3H, OCH.sub.3), 3.79, 4.14 (s, 2H, N-CH.sub.2 -CO), 6.82 (s, 2H, Ar 3-H, 5-H)

EXAMPLE III ##STR443##

17.4 g (0.12 mol}of N-isopropylglycine ethyl ester are dissolved in 180 ml of absolute THF and 16.8 ml (0.12 mol) of triethylamine are added. 26.82 g (0.12 mol) of 2,6-dichlorophenylacetyl chloride in 20 ml of absolute THF are added dropwise at 0.degree.-10.degree. C. After 1 hour the mixture is stirred into 1 l of ice water +100 ml of 1 N/HCl,the product is extracted with CH.sub.2 Cl.sub.2 and the organic phase is dried and concentrated by evaporation. 36.8 g (89.1% of theory) of a yellow oil are obtained.

.sup.1 H-NMR(200 MHz, CDCl.sub.3): .delta.=1.11-1.32 (m, 9H CH.sub.2 -CH.sub.3 CH(CH.sub.3).sub.2), 7.08-7.15 (1H, m, Ar 4-H), 7.25-7.32 (m, 2H, Ar-3-H, 5-H).

Crystallization from ether/n-hexane gives 3.8 g (80.4% of theory) of 4-(pivaloyloxy)-3-(2,4,6-trimethyl-phenyl)-1-methyl-3-pyrrolin-2-one of melting point 75.degree. C.

The active compounds are suitable for combating animal pests, preferably arthropods and nematodes, in particular insects and arachnida encountered in agriculture, in forestry, in the protection of stored products and of materials, and in the hygiene field. They are active against normally sensitive and resistant species and against all or some stages of development. The abovementioned pests include:

From the order of the Isopoda, for example, Oniscus asellus, Armadillidium vulgare and Porcellio scaber. From the order of the Diplopoda, for example, Blaniulus guttulatus. From the order of the Chilopoda, for example, Geophilus carpophagus and Scutigera spec. From the order of the Symphyla, for example, Scutigerella immaculata. From the order of the Thysanura, for example, Lepisma saccharina. From the order of the Collembola, for example, Onychiurus armatus. From the order of the Orthoptera, for example, Blatta orientalis, Periplaneta americana, Leucophaea maderae, Blattella germanica, Acheta domesticus, Gryllotalpa spp., Locusta migratoria migratorioides, Melanoplus differentialis and Schistocerca gregaria. From the order of the Dermaptera, for example, Forficula auricularia. From the order of the Isoptera, for example, Reticulitermes spp.. From the order of the Anoplura, for example, Phylloxera vastatrix, Pemphigus spp., Pediculus humanus corporis, Haematopinus spp. and Linognathus spp. From the order of the Mallophaga, for example, Trichodectes spp. and Damalinea spp. From the order of the Thysanoptera, for example, Hercinothrips femoralis and Thrips tabaci. From the order of the Heteroptera, for example, Eurygaster spp., Dysdecus intermedius, Piesma quadrata, Cimex lectularius, Rhodnius prolixus and Triatoma spp. From the order of the Homoptera, for example, Aleurodes brassicae, Bemisia tabaci, Trialeurodes vaporariorum, Aphis gossypii, Brevicoryne brassicae, Cryptomyzus ribis, Aphis fabae, Doralis pomi, Eriosoma lanigerum, Hyalopterus arundinis, Macrosiphum avenae, Myzus spp., Phorodon humuli, Rhopalosiphum padi, Empoasca spp., Euscelis bilobatus, Nephotettix cincticeps, Lecanium corni, Saissetia oleae, Laodelphax striatellus, Nilaparvata lugens, Aonidiella aurantii, Aspidiotus hederae, Pseudococcus spp. and Psylla spp. From the order of the Lepidoptera, for example, Pectinophora gossypiella, Bupalus piniarius, Cheimatobia brumata, Lithocolletis blancardella, Hyponomeuta padella, Plutella maculipennis, Malacosoma neustria, Euproctis chrysorrhoea, Lymantria spp. Bucculatrix thurberiella, Phyllocnistis citrella, Agrotis spp., Euxoa spp., Feltia spp., Earias insulana, Heliothis spp., Spodoptera exigua, Mamestra brassicae, Panolis flammea, Prodenia litura, Spodoptera spp., Trichoplusia ni, Carpocapsa pomonella, Pieris spp., Chilo spp., Pyrausta nubilalis, Ephestia kuehniella, Galleria mellonella, Tineola bisselliella, Tinea pellionella, Hofmannophila pseudospretella, Cacoecia podana, Capua reticulana, Choristoneura fumiferana, Clysia ambiguella, Homona magnanima and Tortrix viridana. From the order of the Coleoptera, for example, Anobium punctatum, Rhizopertha dominica, Acanthoscelides obtectus, Acanthoscelides obtectus, Hylotrupes bajulus Agelastica alni, Leptinotarsa decemlineata, Phaedon cochleariae, Diabrotica spp., Psylliodes chrysocephala, Epilachna varivestis, Atomaria spp., Oryzaephilus surinamensis, Anthonomus spp., Sitophilus spp., Otiorrhynchus sulcatus, Cosmopolites sordidus, Ceuthorrhynchus assimilis, Hypera postica, Dermestes spp., Trogoderma spp., Anthrenus spp., Attagenus spp., Lyctus spp., Meligethes aeneus, Ptinus spp., Niptus, hololeucus, Gibbium psylloides, Tribolium spp., Tenebrio molitor, Agriotes spp., Conoderus spp., Melolontha melolontha, Amphimallon solstitialis and Costelytra zealandica. From the order of the Hymenoptera, for example, Diprion spp., Hoplocampa spp., Lasius spp., Monomorium pharaonis and Vespa spp. From the order of the Diptera, for example, Aedes spp., Anopheles spp., Culex spp., Drosophila melanogaster, Musca spp., Fannia spp., Calliphora erythrocephala, Lucilia spp., Chrysomyia spp., Cuterebra spp., Gastrophilus spp., Hyppobosca spp., Stomoxys spp., Oestrus spp., Hypoderma spp., Tabanus spp., Tannia spp., Bibio hortulanus, Oscinella frit, Phorbia spp., Pegomyia hyoscyami, Ceratitis capitata, Dacus oleae and Tipula paludosa.

From the order of the Siphonaptera, for example, Xenopsylla cheopis and Ceratophyllus spp. From the order of the Arachnida, for example, Scorpio maurus, Latrodectus mactans.

From the order of the Acarina, for example Acarus siro, Argas spp., Ornithodoros spp., Dermanyssus gallinae, Eriophyes ribis, Phyllocoptruta oleivora, Boophilus spp., Rhipicephalus spp., Amblyomma spp., Hyalomma spp., Ixodes spp., Psoroptes spp., Chorioptes spp., Sarcoptes spp., Tarsonemus spp., Bryobia praetiosa, Panonychus spp. and Tetranychus spp..

The phytoparasitic nematodes include Pratylenchus spp., Radopholus similis, Ditylenchus dipsaci, Tylenchulus semipenetrans, Heterodera spp., Meloidogyne spp., Aphelenchoides spp., Longidorus spp., Xiphenema spp. and Trichodorus spp..

The active compounds according to the invention can furthermore be used as defoliants, desiccants, agents for destroying broad-leaved plants and, especially, as weed-killers. By weeds, in the broadest sense, there are to be understood all plants which grow in locations where they are undesired. Whether the substances according to the invention act as total or selective herbicides depends essentially on the amount used.

It is characteristic of the compounds according to the invention that they have a selective effect against monocotyledon weeds when used in the pre-and postemergence method, combined with a good tolerance by crop plants.

The active compounds according to the invention can be used, for example, in connection with the following plants:

Monocotyledon weeds of the genera: Echinochloa, Setaria, Panicum, Digitaria, Phleum, Poa, Festuca, Eleusine, Brachiaria, Lolium, Bromus, Avena, Cyperus, Sorghum, Agropyron, Cynodon, Monochoria, Fimbristylis, Sagittaria, Eleocharis, Scirpus, Paspalum, Ischaemum, Sphenoclea, Dactyloctenium, Agrostis, Alopecurus and Apera.

Monocotyledon cultures of the genera: Oryza, Zea, Triticum, Hordeum, Avena, Secale, Sorghum, Panicum, Saccharum, Ananas, Asparagus and Allium.

However, the use of the active compounds according to the invention is in no way restricted to these genera, but also extends in the same manner to other plants.

The compounds are suitable, depending on the concentration, for the total combating of weeds, for example on industrial terrain and rail tracks, and on paths and squares with or without tree plantings. Equally, the compounds can be employed for combating weeds in perennial cultures, for example afforestations, decorative tree plantings, orchards, vineyards, citrus groves, nut orchards, banana plantations, coffee plantations, tea plantations, rubber plantations, oil palm plantations, cocoa plantations, soft fruit plantings and hopfields, and for the selective combating of weeds in annual cultures.

Here, the compounds according to the invention show a good tolerance by important crop plants, such as, for example, wheat, cotton, soy beans, citrus fruit and sugar beets, besides having an excellent action against harmful plants, and they can therefore be employed as selective weedkillers.

The active compounds can be converted into the customary formulations, such as solutions, emulsions, suspensions, powders, foams, pastes, granules, aerosols, natural and synthetic materials impregnated with active compound, and very fine capsules in polymeric substances and in coating compositions for seeds, furthermore in formulations using burning equipment such as fumigating cartridges, cans, coils,etc., and in ULV cold mist and warm mist formulations.

These formulations are produced in a known manner, for example by mixing the active compounds with extenders, that is liquid solvents, liquefied gases under pressure and/or solid carriers, optionally with the use of surface-active agents, that is emulsifying agents and/or dispersing agents and/or foam-forming agents. In the case of the use of water as an extender, organic solvents can, for example, also be used as auxiliary solvents. As liquid solvents, there are suitable in the main: aromatics, such as xylene, toluene or alkylnaphthalenes, chlorinated aromatics and chlorinated aliphatic hydrocarbons, such as chlorobenzenes, chloroethylenes or methylene chloride, aliphatic hydrocarbons, such as cyclohexane or paraffins, for example petroleum fractions, alcohols, such as butanol or glycol as well as their ethers and esters, ketones, such as acetone, methyl ethyl ketone, methyl isobutyl ketone or cyclohexanone, strongly polar solvents, such as dimethylformamide and dimethyl sulphoxide, as well as water; liquefied gaseous extenders or carriers are those liquids which are gaseous at normal temperature and under atmospheric pressure, for example aerosol propellant, such as halogenohydrocarbons as well as butane, propane, nitrogen or carbon dioxide. As solid carriers there are suitable: for example ground natural minerals, such as kaolins, clays, talc, chalk, quartz, attapulgite, montmorillonite or diatomaceous earth, and ground synthetic minerals, such as highly disperse silica, alumina and silicates, as solid carriers for granules there are suitable: for example crushed and fractionated natural rocks such as calcite, marble, pumice, sepiolite and dolomite, as well as synthetic granules of inorganic and organic meals, and granules of organic material such as sawdust, coconut shells, corn cobs and tobacco stalks; as emulsifying and/or foam-forming agents there are suitable: for example non-ionic and anionic emulsifiers, such as polyoxyethylene fatty acid esters, polyoxyethylene fatty alcohol ethers, for example alkylaryl polyglycol ethers, alkylsulphonates, alkyl sulphates, arylsulphcnates as well as albumin hydrolysis products; as dispersing agents there are suitable: for example lignin-sulphite waste liquors and methylcellulose.

Adhesives such as carboxymethylcellulose and natural and synthetic polymers in the form of powders, granules or latexes, such as gum arabic, polyvinyl alcohol and polyvinyl acetate, as well as natural phospholipids, such as cephalins and lecithins, and synthetic phospholipids, can be used in the formulations. Further additives can be mineral and vegetable oils.

It is possible to use colorants such as inorganic pigments, for example iron oxide, titanium oxide and Prussian Blue, and organic dyestuffs, such as alizarin dyestuffs, azo dyestuffs and metal phthalocyanine dyestuffs, and trace nutrients such as salts of iron, manganese, boron, copper, cobalt, molybdenum and zinc.

The formulations in general contain between 0.1 and 95 percent by weight of active compound, preferably between 0.5 and 90%.

The active compounds according to the invention can be present in their commercially available formulations and in the use forms, prepared from these formulations, as a mixture with other active compounds, such as insecticides, attractants, sterilizing agents, acaricides, nematicides, herbicides or fungicides. The insecticides include, for example, phosphates, carbamates, carboxylates, chlorinated hydrocarbons, phenylureas and substances produced by microorganisms, inter alia.

The active compounds according to the invention can furthermore be present in their commercially available formulations and in the use forms, prepared from these formulations, as a mixture with synergistic agents. Synergistic agents are compounds which increase the action of the active compounds, without it being necessary for the synergistic agent added to be active itself.

The active compound content of the use forms prepared from the commercially available formulations can vary within wide limits. The active compound concentration of the use forms can be from 0.0000001 to 95% by weight of active compound, preferably between 0.0001 and 1% by weight.

The compounds are employed in a customary manner appropriate for the use forms.

The active compounds which can be used according to the invention are also suitable for combating midges, ticks,etc.,in the sectors of animal keeping and cattle breeding; better results, for example higher milk production, greater weight, more attractive animal pelt, longer life,etc., can be achieved by combating the pests.

The application of the active compounds which can be used according to the invention occurs in this sector in a known fashion, such as by oral application in the form of, for example, tablets, capsules, potions, granules, by means of dermal or external application in the form of, for example, dipping, spraying, pouring-on, spotting-on and dusting, as well as by means of parenteral application in the form, for example, of injection, and, furthermore, by means of the feed-through process. In addition, application as molded articles (collar, ear tag) is also possible.

EXAMPLE A

Nephotettix test

Solvent: 7 parts by weight of dimethyl formamide Emulsifier: 1 part by weight of alkylaryl polyglycol ether

To produce a suitable preparation of active compound, I part by weight of active compound is mixed with the stated amount of solvent and the stated amount of emulsifier, and the concentrate is diluted to the desired concentration with water.

Rice seedlings (oryza sativa) are treated by being dipped into the preparation of active compound at the desired concentration, and larvae of the green rice leaf hopper (Nephotettix cincticeps) are placed on the seedlings while they are still wet.

After the desired time, destruction is determined in %. 100% denotes here that all the leaf hoppers have been destroyed; 0% denotes that none of the leaf hoppers have been destroyed.

In this test, for example the following compounds of the Preparation Examples show a superior activity compared with the prior art: (5), (54), (55), (56), (57), (58).

The compounds of the formula (I) according to the invention show antimicrobial, and particularly powerful antibacterial and antimycotic, actions. They have a very broad range of antimycotic actions, in particular against dermatophytes and yeasts, as well as biphasic fungi, for example against Candida species, such as Candida albicans, Epidermophyton species, such as Epidermophyton floccosum, Aspergillus species, such as Aspergillus niger and Aspergillus fumigatus, Trichophyton species, such as Trichophyton mentagrophytes, Microsporon species, such as Microsporon felineum, as well as Torulopsis species, such as Torulopsis glabrata. This list of microorganisms in no way intends to limit the germs which can be combated, but only serves for illustration.

Examples of indication in human medicine which may be mentioned are: Dermatomycoses and systemic mycoses caused by Trichophyton mentagrophytes and other Trichophyton species, Microsporon species as well as Epidermophyton floccosum, yeasts and biphasic fungi, as well as molds.

The following may be mentioned as examples of a field of indication in veterinary medicine:

All dermatomycoses and systemic mycoses, in particular those caused by the abovementioned pathogens.

The present invention includes pharmaceutical preparations which, besides non-toxic, inert pharmaceutically suitable excipients, contain one or more active compounds according to the invention, or which consist of one or more active compounds according to the invention.

The present invention also includes pharmaceutical preparations in dosage units. This means that the preparations are in the form of individual parts, for example tablets, coated tablets, capsules, pills, suppositories and ampoules, whose active compound content corresponds to a fraction, or a multiple, of a single dose. The dosage units can contain, for example, 1, 2, 3 or 4 simple doses or 1/2, 1/3 or 1/4 of a simple dose. A single dose preferably contains the amount of active compound which is administered during one application, and which usually corresponds to a whole, half, a third, or a quarter of a daily dose.

Non-toxic, inert pharmaceutically suitable excipients are taken to mean solid, semi-solid or liquid diluents, fillers or formulation auxiliaries of any type. Preferred pharmaceutical preparations which may be mentioned are tablets, coated tablets, capsules, pills, granules, suppositories, solutions, suspensions and emulsions, pastes, ointments, gels, creams, lotions, powders or sprays.

Tablets, coated tablets, capsules, pills and granules can contain the active compound(s) besides conventional excipients, such as (a) fillers and extenders, for example starches, lactose, sucrose, glucose, mannitol and silicic acid, (b) binders, for example carboxymethylcellulose, alginates, gelantine, polyvinyl pyrrolidone, (c) humectants, for example glycerol, (d) disintegrants, for example agar-agar, calcium carbonate and sodium bicarbonate, (e) solution retardants, for example paraffin and (f) resorption accelerators, for example quaternary ammonium compounds, (g) wetting agents, for example cetyl alcohol and glycerol monostearate, (h) adsorption agents, for example kaolin and bentonite and (i) lubricants, for example talc, calcium stearate and magnesium stearate and solid polyethylene glycols, or mixtures of the substances listed under (a) to (i).

The tablets, coated tablets, capsules, pills and granules may be provided with the conventional coatings and shells, optionally containing opacifying agents, and they can be composed in a manner such that they release the active compound(s) only, or preferably, in a specific part of the intestinal tract, if appropriate in a retarded manner, suitable embedding compositions which can be used being, for example, polymeric substances and waxes.

The active compound(s) can also be present in microencapsulated form, if appropriate together with one or more of the abovementioned excipients.

Suppositories can contain, besides the active compound(s), the conventional water-soluble or water-insoluble excipients, for example polyethylene glycols, fats, for example cocoa fat, and higher esters (for example C.sub.14 -alcohol with C.sub.16 -fatty acid), or mixtures of these substances.

Ointments, pastes, creams and gels can contain, besides the active compound(s), the conventional excipients, for example animal and vegetable fats, waxes, paraffins, starch, tragacanth, cellulose derivatives, polyethylene glycols, silicones, bentonites, silicic acid, talc and zinc oxide, or mixtures of these substances.

Powders and sprays can contain, besides the active compound(s), the conventional excipients, for example lactose, talc, silicic acid, aluminium hydroxide, calcium silicate and polyamide powder, or mixtures of these substances, and sprays can additionally contain the conventional propellants, for example chlorofluorohydrocarbons.

Solutions and emulsions can contain, besides the active compound(s), the conventional excipients, such as solvents, solution retardants and emulsifiers, for example water, ethyl alcohol, isopropyl alcohol, ethyl carbonate, ethyl acetate, benzyl alcohol, benzyl benzoate, propylene glycol, 1,3-butylene glycol, dimethyl formamide, oils, in particular cottonseed oil, groundnut oil, corn germ oil, olive oil, castor oil and sesame seed oil, glycerol, glycerol formal, tetrahydrofurfuryl alcohol, polyethylene glycols and fatty acid esters of sorbitan, or mixtures of these substances.

For parenteral application, the solutions and emulsions can also be in sterile form and a form isotonic which is with blood.

Suspensions can contain, besides the active compound(s), the conventional excipients, such as liquid diluents, for example water, ethyl alcohol, propyl alcohol, suspending agents, for example ethoxylated isostearyl alcohols, polyoxyethylene sorbitol ester and polyoxyethylene sorbitan ester, microcrystalline cellulose, aluminium metahydroxide, bentonite, agar-agar and tragacanth, or mixtures of these substances.

The formulation types mentioned can also contain colourants, preservatives and additives which improve the odour and flavour, for example peppermint oil and eucalylptus oil, and sweeteners, for example saccharin.

The therapeutically active compounds in the abovementioned pharmaceutical preparations should preferably be present in a concentration of about 0.1 to 99.5, preferably of 0.5 to 95%, by weight of the total mixture.

In addition to the active compounds according to the invention, the abovementioned pharmaceutical preparations can also contain other pharmaceutical active compounds.

The preparation of the abovementioned pharmaceutical preparations is carried out in a customary manner by known methods, for example by mixing the active compound(s) with the excipient(s).

The present invention also includes the use of the active compounds according to the invention, as well as the use of pharmaceutical preparations which contain one or more active compounds according to the invention, in human and veterinary medicine for the prevention, ease and/or cure of the abovementioned diseases.

The active substances or the pharmaceutical preparations can be administered locally, orally, parenterally, intraperitoneally and/or rectally, preferably parenterally, in particular intravenously.

In general, it has proven advantageous both in human and in veterinary medicine, to administer the active compound(s) according to the invention in total amounts of about 2.5 to about 200, preferably of 5 to 150, mg/kg of body weight every 24 hours, where appropriate in the form of several individual doses, in order to achieve the desired results.

In the case of oral administration, the active compounds according to the invention are administered in total amounts of about 2.5 to about 200, preferably of 5 to 150, mg/kg of body weight every 24 hours, and in the case of parenteral application in total amounts of about 2.5 to about 50, preferably from 1 to 25, mg/kg of body weight every 24 hours.

However, it may be necessary to deviate from the dosages mentioned, namely as a function of the species and the bodyweight of the object to be treated, the type and severity of the disease, the type of preparation and the way the medicament is administered, as well as of the period or interval within which the medicament is administered. Thus, in some cases it may suffice to use less than the abovementioned amount of active compound, while in other cases the abovementioned amount of active compound must be exceeded. The decision concerning the specific optimum dosage required and the way in which the active compounds are administered can easily be made by anyone skilled in the art on the basis of his expert knowledge.

EXAMPLE B

Antimycotic in-vitro activity

Experimental set-up:

The in-vitro tests were carried out using inocula of an average of 1.times.10.sup.4 microorganisms/ml of substrate. The nutrient medium used was Yeast Nitrogen Base medium for yeasts and Kimmig medium for moulds and dermatophytes.

The incubation temperature was 37.degree. C. in the case of yeasts and 28.degree. C. in the case of moulds and dermatophytes, the incubation time was 24 to 96 hours in the case of yeasts and 96 to 120 hours in the case of dermatophytes and moulds.

The fungicides were assessed by plating and reincubation of fully inhibited batches, fungicidal concentrations being those containing fewer than 100 microorganisms c.f.n. (colony-forming unit) per ml.

In this test, the compounds of the formula (I) according to the invention of Preparation Examples 45, 46, 47 showed a highly pronounced antimycotic activity.

It is understood that the specification and examples are illustrative but not limitative of the present invention and that other embodiments within the spirit and scope of the invention will suggest themselves to those skilled in the art. In the following claims, substituent "C*" is expressed as D.

Claims

1. A method combating unwanted vegetation which comprises applying thereto or to a locus from which it is desired to exclude such vegetation, a herbicidally effective amount of a 3-aryl-pyrrolidine-2,4-dione of the formula ##STR444## in which X represents C.sub.1 -C.sub.6 -alkyl, halogen or C.sub.1 -C.sub.6 -alkoxy,

Y represents hydrogen, C.sub.1 -C.sub.6 -alkyl, halogen, C.sub.1 -C.sub.6 -alkoxy or (C.sub.1 -C.sub.3)-halogenoalkyl,

Z represents C.sub.1 -C.sub.6 -alkyl, halogen or C.sub.1 -C.sub.6 -alkoxy,

n represents a number from 0-3,

R represents hydrogen (Ia) or represents the groups of the formula

--CO--R.sup.1 or --CO--O--R.sup.2,

in which

R.sup.1 represents C.sub.1 -C.sub.20 -alkyl, C.sub.2 -C.sub.20 -alkenyl, C.sub.1 -C.sub.8 -alkoxy-C.sub.2 -C.sub.8 -alkyl, C.sub.1 -C.sub.8 -alkylthio-C.sub.2 -C.sub.8 -alkyl, C.sub.1 -C.sub.8 -polyalkoxy-C.sub.2 -C.sub.8 -alkyl or cycloalkyl which has 3-8 ring atoms and which can be interrupted by oxygen and/or sulphur, each of which radicals is optionally substituted by halogen, or represents phenyl which is optionally substituted by halogen, or represents phenyl which is optionally substituted by halogen, nitro, C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.6 -alkoxy, C.sub.1 -C.sub.6 -halogenoalkyl or C.sub.1 -C.sub.6 -halogenoalkoxy, or represents phenyl-C.sub.1 -C.sub.6 -alkyl which is optionally substituted by halogen, C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.6 -alkoxy, C.sub.1 -C.sub.6 -halogenoalkyl or C.sub.1 -C.sub.6 -halogenoalkoxy,

R.sup.2 represents C.sub.1 -C.sub.20 -alkyl, C.sub.2 -C.sub.20 -alkenyl, C.sub.1 -C.sub.8 -alkoxy-C.sub.2 -C.sub.8 -alkyl or C.sub.1 -C.sub.8 -polyalkoxy-C.sub.2 -C.sub.8 -alkyl, each of which radicals is optionally substituted by halogen, or represents phenyl or cycloalkyl which has 3-8 ring atoms, each of which radicals is optionally substituted by halogen, nitro, C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.6 -alkoxy or C.sub.1 -C.sub.6 -halogenoalkyl,

A represents straight-chain or branched C.sub.1 -C.sub.12 -alkyl, C.sub.3 -C.sub.8 -alkenyl, C.sub.3 -C.sub.8 -alkinyl, C.sub.1 -C.sub.10 -alkoxy-C.sub.2 -C.sub.8 -alkyl, C.sub.1 -C.sub.8 -polyalkoxy-C.sub.2 -C.sub.8 -alkyl, C.sub.1 -C.sub.10 -alkylthio-C.sub.2 -C.sub.8 -alkyl or cycloalkyl which has 3-8 ring atoms and which can be interrupted by oxygen and/or sulphur, each of which radicals is optionally substituted by halogen, or represents aryl-C.sub.1 -C.sub.6 -alkyl which is optionally substituted by halogen, C.sub.1 -C.sub.6 -alkyl-C.sub.1 -C.sub.6 -haloalkyl, C.sub.1 -C.sub.6 -alkoxy or nitro, and

B and D independently of one another represent hydrogen, straight-chain or branched C.sub.1 -C.sub.12 -alkyl or C.sub.1 -C.sub.8 -alkoxyalkyl.

2. A method according to claim 1, in which

X represents C.sub.1 -C.sub.4 -alkyl, halogen or C.sub.1 -C.sub.4 -alkoxy,

Y represents hydrogen, C.sub.1 -C.sub.6 -alkyl, halogen, C.sub.1 -C.sub.4 -alkoxy or C.sub.1 -C.sub.2 -halogenoalkyl,

Z represents C.sub.1 -C.sub.4 -alkyl, halogen or C.sub.1 -C.sub.4 -alkoxy,

n represents a number from 0-3

R represents hydrogen or represents the groups of the formula

--CO--R.sup.1 or --CO--O--R.sup.2,

in which

R.sup.1 represents C.sub.1 -C.sub.16 -alkyl, C.sub.2 -C.sub.16 -alkenyl, C.sub.1 -C.sub.6 -alkoxy-C.sub.2 -C.sub.6 -alkyl, C.sub.1 -C.sub.6 -alkylthio-C.sub.2 -C.sub.6 -alkyl, C.sub.1 -C.sub.6 -polyalkoxy-C.sub.2 -C.sub.6 -alkyl or cycloalkyl which has 3-7 ring atoms and which can be interrupted by 1-2 oxygen and/or sulphur atoms, each of which radicals is optionally substituted by halogen, or represents phenyl which is optionally substituted by halogen, nitro, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.3 -halogenoalkyl or C.sub.1 -C.sub.3 -halogenoalkoxy, or represents phenyl-C.sub.1 -C.sub.4 -alkyl which is optionally substituted by halogen, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.3 -halogenoalkyl or C.sub.1 -C.sub.3 -halogenoalkoxy, or represents hetaryl which is optionally substituted by halogen or C.sub.1 -C.sub.6 -alkyl, or represents phenoxy-C.sub.1 -C.sub.5 -alkyl which is optionally substituted by halogen or C.sub.1 -C.sub.4 -alkyl,

R.sup.2 represents C.sub.1 -C.sub.16 -alkyl, C.sub.2 -C.sub.16 -alkenyl, C.sub.1 -C.sub.16 -alkoxy-C.sub.2 -C.sub.6 -alkyl or C.sub.1 -C.sub.6 -polyalkoxy-C.sub.2 -C.sub.6 -alkyl, each of which radicals is optionally substituted by halogen or represents phenyl or cycloalkyl which has 3-7 ring atoms, each of which radicals is optionally substituted by halogen, nitro, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.3 -alkoxy or C.sub.1 -C.sub.3 -halogenoalkyl,

A represents straight-chain or branched C.sub.1 -C.sub.10 -alkyl, C.sub.3 -C.sub.6 -alkenyl, C.sub.3 -C.sub.6 -alkinyl, C.sub.1 -C.sub.6 -alkoxy-C.sub.2 -C.sub.6 -alkyl, C.sub.1 -C.sub.6 -polyalkoxy-C.sub.2 -C.sub.6 -alkyl, C.sub.1 -C.sub.8 -alkylthio-C.sub.2 -C.sub.6 -alkyl or cycloalkyl which has 3-7 ring atoms and which can be interrupted by 1-2 oxygen and/or sulphur atoms, each of which radicals is optionally substituted by halogen, or represents aryl-C.sub.1 -C.sub.4 -alkyl which is optionally substituted by halogen, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -halogenoalkyl-C.sub.1 -C.sub.4 -alkoxy or nitro, and

B and C* independently of one another represent hydrogen, straight-chain or branched C.sub.1 -C.sub.10 -alkyl or C.sub.1 -C.sub.6 -alkoxyalkyl.

3. A method according to claim 1, in which

X represents methyl, ethyl, propyl, i-propyl, fluorine, chlorine, bromine, methoxy or ethoxy,

Y represents hydrogen, methyl, ethyl, propyl, i-propyl, butyl, i-butyl, tert.-butyl, fluorine, chlorine, bromine, methoxy, ethoxy or trifluoromethyl,

Z represents methyl, ethyl, i-propyl, butyl, i-butyl, tert.-butyl, fluorine, chlorine, bromine, methoxy or ethoxy,

n represents a number from 0-3,

R represents hydrogen or represents the groups of the formula

--CO--R.sup.1 or --CO--O--R.sup.2,

in which

R.sup.1 represents C.sub.1 -C.sub.14 -alkyl, C.sub.2 -C.sub.14 -alkenyl, C.sub.1 -C.sub.4 -alkoxy-C.sub.2 -C.sub.6 -alkyl, C.sub.1 -C.sub.4 -alkylthio-C.sub.2 -C.sub.6 -alkyl, C.sub.1 -C.sub.4 -polyalkoxyl-C.sub.2 -C.sub.4 -alkyl or cycloalkyl which has 3-6 ring atoms and which can be interrupted by 1-2 oxygen and/or sulphur atoms, each of which radicals is optionally substituted by fluorine or chlorine, or represents phenyl which is optionally substituted by fluorine, chlorine, bromine, methyl, ethyl, propyl, i-propyl, methoxy, ethoxy, trifluoromethyl, trifluoromethoxy or nitro, or represents phenyl-C.sub.1 -C.sub.3 -alkyl which is optionally substituted by fluorine, chlorine, bromine, methyl, ethyl, propyl, i-propyl, methoxy, ethoxy, trifluoromethyl or trifluoromethoxy, or represents phenoxy-C.sub.1 -C.sub.4 -alkyl which is optionally substituted by fluorine, chlorine, methyl or ethyl,

R.sup.2 represents C.sub.1 -C.sub.14 -alkyl, C.sub.2 -C.sub.14 -alkenyl, C.sub.1 -C.sub.4 -alkoxy-C.sub.2 -C.sub.6 -alkyl or C.sub.1 -C.sub.4 -polyalkoxy-C.sub.2 -C.sub.6 -alkyl, each of which radicals is optionally substituted by fluorine or chlorine, or represents phenyl or cycloalkyl which has 3-6 ring atoms, each of which radicals is optionally substituted by fluorine, chlorine, nitro, methyl, ethyl, propyl, i-propyl, methoxy, ethoxy or trifluoromethyl,

A represents straight-chain or branched C.sub.1 -C.sub.8 -alkyl, C.sub.3 -C.sub.4 -alkenyl, C.sub.3 -C.sub.4 -alkinyl, C.sub.1 -C.sub.6 -alkoxy-C.sub.2 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -polyalkoxy-C.sub.2 -C.sub.4 -alkyl, C.sub.1 -C.sub.6 -alkylthio-C.sub.2 -C.sub.4 -alkyl or cycloalkyl which has 3-6 ring atoms and which can be interrupted by 1-2 oxygen and/or sulphur atoms, each of which radicals is optionally substituted by halogen, or represents aryl-C.sub.1 -C.sub.3 -alkyl which is optionally substituted by fluorine, chlorine, bromine, methyl, ethyl, propyl, isopropyl, methoxy, ethoxy, trifluoromethyl or nitro, and

B and C* independently of one another represent hydrogen, straight-chain or branched C.sub.1 -C.sub.8 -alkyl and C.sub.1 -C.sub.4 -alkoxyalkyl.

4. A method according to claim 1, wherein such compound is 3-(2,6-dichlorophenyl)-1-methyl-pyrrolidine-2,4-dione of the formula ##STR445##

5. A method according to claim 1, wherein such compound is 3-(2,4,6-trimethylphenyl)-1-(1,2,2-trimethylpropyl)-pyrrolidine-2,4-dione of the formula ##STR446##

6. A method according to claim 1, wherein such compound is 3-(2,4,6-trimethylphenyl)-1-(1,1,3,3-tetramethyl-butyl)-pyrrolidine-2,4-dione of the formula ##STR447##

7. A method according to claim 1, wherein such compound is 3-(2,4,6-trimethylphenyl)-1-allyl-pyrrolidine-2,4-dione of the formula ##STR448##

8. A method according to claim 1, wherein such compound is 3-(2,4,6-trimethylphenyl)-1-cyclopropyl-5,5-dimethyl-pyrollidine-2,4-dione of the formula ##STR449##

9. A method according to claim 1, wherein such compound is 3-(2,4,6-trimethylphenyl)-1-cyclopentyl-pyrrollidine-2,4-dione of the formula ##STR450##

10. A method according to claim 1, wherein such compound is 3-(2,4,6-trimethylphenyl)-1-cyclopentyl-5-methyl-pyrrolidine-2,4-dione of the formula ##STR451##

11. A method according to claim 1, wherein such compound is 3-(2,4,6-trimethylphenyl)-1-cyclopentyl-5-ethyl-pyrrolidine-2,4-dione of the formula ##STR452##

12. A method according to claim 1, wherein such compound is 3-(2,4,6-trimethylphenyl)-1-cyclopentyl-5-propyl-pyrrolidine-2,4-dione of the formula ##STR453##