Claims
- 1. An herbicidal composition comprising an active thiocarbamate herbicidal compound and an antidote therefor corresponding to the formula ##SPC4##
- in which X is oxygen or sulfur, R is haloalkyl having 1 to 10 carbon atoms, inclusive, and the term halo includes chloro and bromo substitutions, alkyl having 1 to 10 carbon atoms, inclusive, or alkylthio having 1 to 4 carbon atoms, inclusive; R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5 and R.sub.6 are independently selected from the group consisting of hydrogen, lower alkyl having 1 to 4 carbon atoms, inclusive, alkoxyalkyl having a total of 2 to 4 carbon atoms, inclusive, and lower alkylol having 1 to 4 carbon atoms, inclusive.
- 2. The composition as set forth in claim 1 wherein X is oxygen, R is haloalkyl, R.sub.1 is lower alkyl, R.sub.2 is lower alkyl and R.sub.3, R.sub.4, R.sub.5 and R.sub.6 are each hydrogen.
- 3. A composition according to claim 2 in which R is dichloromethyl, R.sub.1 is methyl and R.sub.2 is methyl.
- 4. A composition according to claim 2 in which R is monochloromethyl, R.sub.1 is methyl and R.sub.2 is methyl.
- 5. A composition according to claim 2 in which R is tribromomethyl, R.sub.1 is methyl and R.sub.2 is methyl.
- 6. A composition according to claim 2 in which R is monochloromethyl, R.sub.1 is methyl and R.sub.2 is ethyl.
- 7. A composition according to claim 2 in which R is dichloromethyl, R.sub.1 is methyl and R.sub.2 is ethyl.
- 8. A composition according to claim 2 in which R is trichloromethyl, R.sub.1 is methyl and R.sub.2 is ethyl.
- 9. A composition according to claim 2 in which R is 1-bromoethyl, R.sub.1 is methyl and R.sub.2 is ethyl.
- 10. A composition according to claim 2 in which R is tribromomethyl, R.sub.1 is methyl and R.sub.2 is ethyl.
- 11. A composition according to claim 2 in which R is monobromomethyl, R.sub.1 is methyl and R.sub.2 is ethyl.
- 12. A composition according to claim 2 in which R is 1,2,3,4-tetrabromopentyl, R.sub.1 is methyl and R.sub.2 is methyl.
- 13. A composition according to claim 2 in which R is 2-chloroethyl, R.sub.1 is methyl and R.sub.2 is methyl.
- 14. A composition according to claim 2 in which R is 1,2-dibromoethyl, R.sub.1 is methyl and R.sub.2 is ethyl.
- 15. A composition according to claim 2 in which R is 1,2-dibromoethyl, R.sub.1 is methyl and R.sub.2 is methyl.
- 16. A composition according to claim 2 in which R is 1,2-dibromoethyl, R.sub.1 is methyl and R.sub.2 is t-butyl.
- 17. A composition according to claim 2 in which R is dichloromethyl, R.sub.1 is methyl and R.sub.2 is t-butyl.
- 18. A composition according to claim 2 in which R is tribromomethyl, R.sub.1 is methyl and R.sub.2 is t-butyl.
- 19. A composition according to claim 2 in which R is dichloromethyl, R.sub.1 is methyl and R.sub.2 is i-propyl.
- 20. A composition according to claim 2 in which R is 2-bromoethyl, R.sub.1 is methyl and R.sub.2 is methyl.
- 21. A composition according to claim 2 in which R is .omega.-bromodecyl, R.sub.1 is methyl and R.sub.2 is methyl.
- 22. A composition according to claim 2 in which R is 3-chloropropyl, R.sub.1 is methyl and R.sub.2 is methyl.
- 23. A composition according to claim 2 in which R is 2-chloropropyl, R.sub.1 is methyl and R.sub.2 is methyl.
- 24. A composition according to claim 2 in which R is 1-bromopropyl, R.sub.1 is methyl and R.sub.2 is methyl.
- 25. A composition according to claim 2 in which R is 1-bromobutyl, R.sub.1 is methyl and R.sub.2 is methyl.
- 26. A composition according to claim 2 in which R is 5-bromopentyl, R.sub.1 is methyl and R.sub.2 is methyl.
- 27. A composition according to claim 1 wherein X is oxygen, R is alkyl, R.sub.1 is lower alkyl, R.sub.2 is lower alkyl and R.sub.3, R.sub.4, R.sub.5 and R.sub.6 are each hydrogen.
- 28. A composition according to claim 27 in which R is hexyl, R.sub.1 is methyl and R.sub.2 is methyl.
- 29. The composition as set forth in claim 1 wherein X is sulfur, R is haloalkyl, R.sub.1 is lower alkyl, R.sub.2 is lower alkyl and R.sub.3, R.sub.4, R.sub.5 and R.sub.6 are each hydrogen.
- 30. A composition according to claim 29 in which R is dichloromethyl, R.sub.1 is methyl and R.sub.2 is methyl.
- 31. A composition according to claim 29 in which R is trichloromethyl, R.sub.1 is methyl and R.sub.2 is methyl.
- 32. A composition according to claim 29 in which R is dibromomethyl, R.sub.1 is methyl and R.sub.2 is methyl.
- 33. A composition according to claim 29 in which R is 1-bromoethyl, R.sub.1 is methyl and R.sub.2 is methyl.
- 34. A composition according to claim 29 in which R is 2-bromoethyl, R.sub.1 is methyl and R.sub.2 is methyl.
- 35. A composition according to claim 29 in which R is 1,2-dibromoethyl, R.sub.1 is methyl and R.sub.2 is methyl.
- 36. A composition according to claim 29 in which R is 3-chloropropyl, R.sub.1 is methyl and R.sub.2 is methyl.
- 37. A composition according to claim 29 in which R is 2-chloropropyl, R.sub.1 is methyl and R.sub.2 is methyl.
- 38. A composition according to claim 29 in which R is 1-bromopropyl, R.sub.1 is methyl and R.sub.2 is methyl.
- 39. A composition according to claim 29 in which R is 1-bromobutyl, R.sub.1 is methyl and R.sub.2 is methyl.
- 40. A composition according to claim 29 in which R is 5-bromopentyl, R.sub.1 is methyl and R.sub.2 is methyl.
- 41. A composition according to claim 29 in which R is dichloromethyl, R.sub.1 is methyl and R.sub.2 is ethyl.
- 42. A composition according to claim 29 in which R is 1-bromoethyl, R.sub.1 is methyl and R.sub.2 is ethyl.
- 43. A composition according to claim 29 in which R is 2-bromoethyl, R.sub.1 is methyl and R.sub.2 is ethyl.
- 44. A composition according to claim 29 in which R is monochloromethyl, R.sub.1 is methyl and R.sub.2 is ethyl.
- 45. The composition as set forth in claim 1 wherein X is oxygen, R is haloalkyl, R.sub.1 is lower alkyl, R.sub.2 is lower alkyl, R.sub.5 is lower alkyl and R.sub.3, R.sub.4 and R.sub.6 are each hydrogen.
- 46. A composition according to claim 45 in which R is tribromomethyl, R.sub.1 is methyl, R.sub.2 is methyl and R.sub.5 is methyl.
- 47. A composition according to claim 45 in which R is monochloromethyl, R.sub.1 is methyl, R.sub.2 is methyl and R.sub.5 is methyl.
- 48. A composition according to claim 45 in which R is dichloromethyl, R.sub.1 is methyl, R.sub.2 is methyl and R.sub.5 is methyl.
- 49. A composition according to claim 45 in which R is 1-bromoethyl, R.sub.1 is methyl, R.sub.2 is methyl and R.sub.5 is methyl.
- 50. A composition according to claim 45 in which R is monobromomethyl, R.sub.1 is methyl, R.sub.2 is methyl and R.sub.5 is methyl.
- 51. A composition according to claim 45 in which R is 1,2-dibromoethyl, R.sub.1 is methyl, R.sub.2 is methyl and R.sub.5 is methyl.
- 52. A composition according to claim 45 in which R is 2-chloropropyl, R.sub.1 is methyl, R.sub.2 is methyl and R.sub.5 is methyl.
- 53. A composition according to claim 45 in which R is 1-bromopropyl, R.sub.1 is methyl, R.sub.2 is methyl and R.sub.5 is methyl.
- 54. A composition according to claim 45 in which R is 1-bromobutyl, R.sub.1 is methyl, R.sub.2 is methyl and R.sub.5 is methyl.
- 55. A composition according to claim 45 in which R is 3-chloropropyl, R.sub.1 is methyl, R.sub.2 is methyl and R.sub.5 is methyl.
- 56. A composition according to claim 45 in which R is 5-bromopentyl, R.sub.1 is methyl, R.sub.2 is methyl and R.sub.5 is methyl.
- 57. The composition as set forth in claim 1 wherein X is oxygen, R is haloalkyl, R.sub.1 is lower alkyl, R.sub.2 is lower alkyl, R.sub.3 is lower alkyl, R.sub.4, R.sub.5 and R.sub.6 are each hydrogen.
- 58. The composition as set forth in claim 1 wherein X is oxygen, R is haloalkyl, R.sub.1 is lower alkyl, R.sub.2 is lower alkyl, R.sub.3 is lower alkyl and R.sub.4 is lower alkyl, R.sub.5 and R.sub.6 are each hydrogen.
- 59. The composition as set forth in claim 1 wherein X is oxygen, R is haloalkyl, R.sub.1, R.sub.2, R.sub.3, R.sub.4 and R.sub.5 are each independently lower alkyl and R.sub.6 is hydrogen.
- 60. The composition as set forth in claim 1 wherein X is oxygen, R is haloalkyl, R.sub.1 is alkoxyalkyl, R.sub.2, R.sub.3, R.sub.4, R.sub.5 and R.sub.6 are each hydrogen.
- 61. The composition according to claim 60 in which R is dichloromethyl and R.sub.1 is methoxymethyl.
- 62. The composition as set forth in claim 1 wherein X is oxygen, R is haloalkyl, R.sub.1 is lower alkyl, R.sub.5 is lower alkyl and R.sub.2, R.sub.3, R.sub.4 and R.sub.6 are each hydrogen.
- 63. The composition as set forth in claim 1 wherein X is oxygen, R is haloalkyl, R.sub.3 is lower alkyl and R.sub.1, R.sub.2, R.sub.4, R.sub.5 and R.sub.6 are each hydrogen.
- 64. The composition as set forth in claim 1 in which X is oxygen, R is dichloromethyl, R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5 and R.sub.6 are each hydrogen.
- 65. The composition as set forth in claim 1 in which X is sulfur, R is dichloromethyl, R.sub.1 is ethyl, R.sub.2, R.sub.3, R.sub.4, R.sub.5 and R.sub.6 are each hydrogen.
- 66. The method of protecting a crop from injury due to a thiocarbamate herbicide, comprising applying to the crop seed prior to planting a non-phytotoxic antidotally effective amount of a compound corresponding to the formula ##SPC5##
- in which X is oxygen or sulfur; R is haloalkyl, alkyl, alkylthio; and R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5 and R.sub.6 are independently selected from the group consisting of hydrogen, lower alkyl, alkoxyalkyl and lower alkylol.
- 67. The method of protecting a crop from injury due to a thiocarbamate herbicide, comprising preplant incorporation in the soil in which said crop is to be planted, a non-phytotoxic antidotally effective amount of a compound corresponding to the formula ##SPC6##
- in which X is oxygen or sulfur; R is haloalkyl, alkyl, alkylthio; and R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5 and R.sub.6 are independently selected from the group consisting of hydrogen, lower alkyl, alkoxyalkyl and lower alkylol.
CROSS REFERENCE TO RELATED APPLICATION
This application is a continuation-in-part of copending application Ser. No. 297,561, filed Oct. 13, 1972 now abandoned, which in turn is a continuation-in-part of copending application Ser. No. 208,041, filed Dec. 9, 1971, which in turn is a continuation-in-part of then copending application, Ser. No. 134,868, filed Apr. 16, 1971, now abandoned.
US Referenced Citations (2)
Continuation in Parts (3)
|
Number |
Date |
Country |
Parent |
297561 |
Oct 1972 |
|
Parent |
208041 |
Dec 1971 |
|
Parent |
134868 |
Apr 1971 |
|