On Chemical Problems of the Mechanism of Action of the Chlorothiobenzamides

Mifit Bahadir; Siegfried Nitz; Harun Parlar; Friedhelm Korte

doi:10.1021/jf60224a017

On Chemical Problems of the Mechanism of Action of the Chlorothiobenzamides

Mifit Bahadir, Siegfried Nitz, Harun Parlar, Friedhelm Korte

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Abstract

Both the direct and the photoinduced oxidation reactions of chlorine-substituted thiobenzamides (1b-3e) have been investigated. Asymmetric chlorophenylthiadiazoles (4b-4e) were identified as the principal transformation products. Oxidation of 2, 6-dichlorothiobenzamide (le) with nitrous acid unexpectedly afforded the corresponding 2, 6-dichlorophenyl mustard oil (3e), which has a strongly enhanced herbicidal action.

Original language	English
Pages (from-to)	815-818
Number of pages	4
Journal	Journal of agricultural and food chemistry
Volume	27
Issue number	4
DOIs	https://doi.org/10.1021/jf60224a017
State	Published - 1 Feb 1979

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abstract = "Both the direct and the photoinduced oxidation reactions of chlorine-substituted thiobenzamides (1b-3e) have been investigated. Asymmetric chlorophenylthiadiazoles (4b-4e) were identified as the principal transformation products. Oxidation of 2, 6-dichlorothiobenzamide (le) with nitrous acid unexpectedly afforded the corresponding 2, 6-dichlorophenyl mustard oil (3e), which has a strongly enhanced herbicidal action.",

author = "Mifit Bahadir and Siegfried Nitz and Harun Parlar and Friedhelm Korte",

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AU - Parlar, Harun

AU - Korte, Friedhelm

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Y1 - 1979/2/1

N2 - Both the direct and the photoinduced oxidation reactions of chlorine-substituted thiobenzamides (1b-3e) have been investigated. Asymmetric chlorophenylthiadiazoles (4b-4e) were identified as the principal transformation products. Oxidation of 2, 6-dichlorothiobenzamide (le) with nitrous acid unexpectedly afforded the corresponding 2, 6-dichlorophenyl mustard oil (3e), which has a strongly enhanced herbicidal action.

AB - Both the direct and the photoinduced oxidation reactions of chlorine-substituted thiobenzamides (1b-3e) have been investigated. Asymmetric chlorophenylthiadiazoles (4b-4e) were identified as the principal transformation products. Oxidation of 2, 6-dichlorothiobenzamide (le) with nitrous acid unexpectedly afforded the corresponding 2, 6-dichlorophenyl mustard oil (3e), which has a strongly enhanced herbicidal action.

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On Chemical Problems of the Mechanism of Action of the Chlorothiobenzamides

Abstract

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