US3930835A
Expired / Lapsed
US
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Pesticidal compositions and methods employing substituted oxirane compounds
Assignee: Dow Chemical Co
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Filing: 1972-10-02
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Granted: 1976-01-06
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Expires: 1992-10-02
Abstract
Abstract Disclosed herein are substituted oxirane compounds corresponding to the formula ##SPC1## Wherein X represents halogen; Z represents hydrogen, halogen, cyano or lower alkyl; R and R' each independently represent hydrogen, halogen, cyano, nitro, alkoxy, trifluoromethyl, benzyloxy or lower alkyl, with the proviso that when R' is hydrogen, R is other than hydrogen. The compounds are especially useful as pesticides in preventing germination of undesired plant seeds and controlling noxious weeds and fungal organisms and can be formulated to provide pesticidal compositions.
Inventors
- 👤 Thomas M. Ozretich
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-30 23:43
CPC Classifications
C; C07; C07D; C07D303/00; C07D303/02; C07D303/12; C07D303/18; C07D303/20; C07D303/22; A; A01; A01N; A01N43/00; A01N43/02; A01N43/04; A01N43/20; C07D303/08; C07D303/38; C07D303/46
Claims Analysis
Total Claims: 36
Claim 1
Independent Claim
72 words
A method for controlling undesirable plants which comprises applying thereto an effective herbicidal amount of a substituted oxirane compound corresponding to the formula: ##SPC5## wherein X represents halogen; Z represents hydrogen, halogen, cyano or lower alkyl; R and R' each independently represent hydrogen, halogen, cyano, nitro, alkoxy of from 1 to 4 carbon atoms, trifluoromethyl, benzyloxy or lower alkyl, with the proviso that when R' is hydrogen, R is other than hydrogen.
Claim 2
Independent Claim
72 words
A method for controlling undesirable plants which comprises applying thereto an effective herbicidal amount of a substituted oxirane compound corresponding to the formula: ##SPC5## wherein X represents halogen; Z represents hydrogen, halogen, cyano or lower alkyl; R and R' each independently represent hydrogen, halogen, cyano, nitro, alkoxy of from 1 to 4 carbon atoms, trifluoromethyl, benzyloxy or lower alkyl, with the proviso that when R' is hydrogen, R is other than hydrogen.
Claim 3
Dependent Claim
19 words
A method according to claim 1 wherein said oxirane compound is applied to soil containing seeds of undesired plants.
Claim 4
Dependent Claim
15 words
A method according to claim 1 wherein said oxirane compound is applied to established plants.
Claim 5
Dependent Claim
10 words
A method according to claim 1 wherein R is hydrogen.
Claim 6
Dependent Claim
35 words
A method according to claim 1 wherein R and R' each independently represent hydrogen, halogen, nitro, trifluoromethyl, lower alkoxy or lower alkyl, with the proviso that when R' is hydrogen, R is other than hydrogen.
Claim 7
Dependent Claim
16 words
A method according to claim 1 wherein R is hydrogen and R' is halogen or trifluoromethyl.
Claim 8
Dependent Claim
10 words
The method of claim 1 wherein the compound is 2-(m-nitrophenyl)-2-(2,2,2-trichloroethyl)oxirane.
Claim 9
Dependent Claim
10 words
The method of claim 1 wherein the compound is 2-(p-nitrophenyl)-2-(2,2,2-trichloroethyl)oxirane.
Claim 10
Dependent Claim
12 words
The method of claim 1 wherein the compound is 2-(α,α ,α -trifluoro-m-tolyl)-2-(2,2,2-trichloroethyl)oxirane.
Claim 11
Dependent Claim
10 words
The method of claim 1 wherein the compound is 2-(m-bromophenyl)-2-(2,2,2-trichloroethyl)oxirane.
Claim 12
Dependent Claim
10 words
The method of claim 1 wherein the compound is 2-(p-bromophenyl)-2-(2,2,2-trichloroethyl)oxirane.
Claim 13
Dependent Claim
10 words
The method of claim 1 wherein the compound is 2-(m-chlorophenyl)-2-(2,2,2-trichloroethyl)oxirane.
Claim 14
Dependent Claim
10 words
The method of claim 1 wherein the compound is 2-(p-chlorophenyl)-2-(2,2,2-trichloroethyl)oxirane.
Claim 15
Dependent Claim
10 words
The method of claim 1 wherein the compound is 2-(m-fluorophenyl)-2-(2,2,2-trichloroethyl)oxirane.
Claim 16
Dependent Claim
10 words
The method of claim 1 wherein the compound is 2-(3,4-dichlorophenyl)-2-(2,2,2-trichloroethyl)oxirane.
Claim 17
Dependent Claim
10 words
The method of claim 1 wherein the compound is 2-(m-tolyl)-2-(2,2,2-trichloroethyl)oxirane.
Claim 18
Dependent Claim
10 words
The method of claim 1 wherein the compound is 2-(m-methoxyphenyl)-2-(2,2,2-trichloroethyl)oxirane.
Claim 19
Dependent Claim
10 words
The method of claim 1 wherein the compound is 2-(m-ethoxyphenyl)-2-(2,2,2-trichloroethyl)oxirane.
Claim 20
Dependent Claim
10 words
The method of claim 1 wherein the compound is 2-(m-(benzyloxy)phenyl)-2-(2,2,2-trichloroethyl)oxirane.
Claim 21
Dependent Claim
32 words
The method according to claim 1 wherein R and R' each independently represent hydrogen, halogen, trifluoromethyl or lower alkyl, with the proviso that when R' is hydrogen, R is other than hydrogen.
Claim 22
Independent Claim
70 words
A method for the selective control of weedy grasses in the presence of desirable crops which comprises applying to soil containing desirable crops before the plants to be destroyed emerge in a concentration toxic to weedy grasses, but not toxic to desirable crops, a compound of the formula ##SPC6## wherein X represents halogen; Z represents hydrogen, halogen, cyano or lower alkyl; R represents hydrogen and R' is halogen or trifluoromethyl.
Claim 23
Independent Claim
70 words
A method for the selective control of weedy grasses in the presence of desirable crops which comprises applying to soil containing desirable crops before the plants to be destroyed emerge in a concentration toxic to weedy grasses, but not toxic to desirable crops, a compound of the formula ##SPC6## wherein X represents halogen; Z represents hydrogen, halogen, cyano or lower alkyl; R represents hydrogen and R' is halogen or trifluoromethyl.
Claim 24
Dependent Claim
9 words
The method of claim 21 wherein R' is halogen.
Claim 25
Dependent Claim
10 words
The method of claim 2 wherein the compound is 2-(m-chlorophenyl)-2-(2,2,2-trichloroethyl)oxirane.
Claim 26
Dependent Claim
10 words
The method of claim 21 wherein the compound is 2-(m-bromophenyl)-2-(2,2,2-trichloroethyl)oxirane.
Claim 27
Dependent Claim
12 words
The method of claim 21 wherein the compound is 2-(α,α ,α -trifluoromethyl-m-tolyl)-2-(2,2,2-trichloroethyl)oxirane.
Claim 28
Dependent Claim
76 words
A herbicidal composition which comprises an inert carrier and as the active agent a herbicidally-effective amount of a compound of the formula: ##SPC7## wherein X represents halogen; Z represents hydrogen, halogen, cyano or lower alkyl; R and R' each independently represent hydrogen, halogen, cyano, nitro, alkoxy of from 1 to 4 carbon atoms, trifluoromethyl, benzyloxy or lower alkyl, with the proviso that when R' is hydrogen, R is cyano, nitro, alkoxy, trifluoromethyl, benzyloxy or lower alkyl.
Claim 29
Dependent Claim
76 words
A herbicidal composition which comprises an inert carrier and as the active agent a herbicidally-effective amount of a compound of the formula: ##SPC7## wherein X represents halogen; Z represents hydrogen, halogen, cyano or lower alkyl; R and R' each independently represent hydrogen, halogen, cyano, nitro, alkoxy of from 1 to 4 carbon atoms, trifluoromethyl, benzyloxy or lower alkyl, with the proviso that when R' is hydrogen, R is cyano, nitro, alkoxy, trifluoromethyl, benzyloxy or lower alkyl.
Claim 30
Dependent Claim
15 words
The composition of claim 26 wherein R represents hydrogen and R' represents halogen or trifluoromethyl.
Claim 31
Dependent Claim
32 words
The composition according to claim 26 whrein R and R' each independently represent hydrogen, halogen, trifluoromethyl or lower alkyl, with the proviso that when R' is hydrogen, R is other than hydrogen.
Claim 32
Dependent Claim
10 words
The composition of claim 26 wherein the compound is 2-(m-chlorophenyl)-2-(2,2,2-trichloroethyl)oxirane.
Claim 33
Dependent Claim
10 words
The composition of claim 26 wherein the compound is 2-(m-bromophenyl)-2-(2,2,2-trichloroethyl)oxirane.
Claim 34
Dependent Claim
12 words
The composition of claim 26 wherein the compound is 2-(α,α ,α -trifluoromethyl-m-tolyl)-2-(2,2,2-trichloroethyl)oxirane.
Claim 35
Dependent Claim
28 words
Aqueous dispersion of the composition claimed in claim 26, the oxirane compound in such dispersion being present in a herbicidal amount of at least 0.0001 percent by weight.
Claim 36
Dependent Claim
34 words
The composition of claim 26 in intimate admixture with an inert finely divided solid, the oxirane compound in such admixture being present in a herbicidal amount of from 0.1 to 60 percent by weight.
References Cited (Backward Citations)
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1979-01-05 | 1979-07-07 | 1980-01-06 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1983-01-05 | 1983-07-07 | 1984-01-06 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1987-01-05 | 1987-07-07 | 1988-01-06 | $7700.00 | Window Closed / Lapsed |