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Photodegradation of 2-substituted benzimidazole fungicides by ultraviolet radiation

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Date Issued:
1994
Summary:
The photodegradation of benzimidazole-based fungicides: benomyl ({1- [(butylamino) carbonyl)-1H-benzimidazol-2-yl} carbamic acid methyl ester), thiabendazole (2-(4-thiazolyl)-1H-benzimidazole) and fuberidazole (2-(2-furyl)-1H-benzimidazole) by ultraviolet radiation has been studied. Benomyl in an organic solvent (chloroform) undergoes a rapid degradation even without any UV radiation; UV radiation and air agitation will increase the rate of the reaction. The degradation product was found to be methyl 2-benzimidazolecarbamate (MBC) in all cases. The degradation of thiabendazole and fuberidazole in methanol was also studied under different conditions but degradation was observed only under UV radiation and in the presence of oxygen, 7-8 Photodegradation products were found in the mixture after irradiation of thiabendazole but only 2 of them were separated from the mixture and identified. Benzimidazole-2-carboxamide and dimethyl oxalate were two of the final photodegradation products of thiabendazole in methanol. It is clear that the thiazole ring is the most vulnerable part of the molecule and suffers ring cleavage. No photodegradation products of fuberidazole were identified so far.
Title: Photodegradation of 2-substituted benzimidazole fungicides by ultraviolet radiation.
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Name(s): Chen, Dong.
Florida Atlantic University, Degree grantor
Parkanyi, Cyril, Thesis advisor
Type of Resource: text
Genre: Electronic Thesis Or Dissertation
Issuance: monographic
Date Issued: 1994
Publisher: Florida Atlantic University
Place of Publication: Boca Raton, Fla.
Physical Form: application/pdf
Extent: 86 p.
Language(s): English
Summary: The photodegradation of benzimidazole-based fungicides: benomyl ({1- [(butylamino) carbonyl)-1H-benzimidazol-2-yl} carbamic acid methyl ester), thiabendazole (2-(4-thiazolyl)-1H-benzimidazole) and fuberidazole (2-(2-furyl)-1H-benzimidazole) by ultraviolet radiation has been studied. Benomyl in an organic solvent (chloroform) undergoes a rapid degradation even without any UV radiation; UV radiation and air agitation will increase the rate of the reaction. The degradation product was found to be methyl 2-benzimidazolecarbamate (MBC) in all cases. The degradation of thiabendazole and fuberidazole in methanol was also studied under different conditions but degradation was observed only under UV radiation and in the presence of oxygen, 7-8 Photodegradation products were found in the mixture after irradiation of thiabendazole but only 2 of them were separated from the mixture and identified. Benzimidazole-2-carboxamide and dimethyl oxalate were two of the final photodegradation products of thiabendazole in methanol. It is clear that the thiazole ring is the most vulnerable part of the molecule and suffers ring cleavage. No photodegradation products of fuberidazole were identified so far.
Identifier: 15061 (digitool), FADT15061 (IID), fau:11839 (fedora)
Collection: FAU Electronic Theses and Dissertations Collection
Note(s): Thesis (M.S.)--Florida Atlantic University, 1994.
Charles E. Schmidt College of Science
Subject(s): Benomyl
Ultraviolet radiation
Photochemistry
Fungicides
Held by: Florida Atlantic University Libraries
Persistent Link to This Record: http://purl.flvc.org/fcla/dt/15061
Sublocation: Digital Library
Use and Reproduction: Copyright © is held by the author with permission granted to Florida Atlantic University to digitize, archive and distribute this item for non-profit research and educational purposes. Any reuse of this item in excess of fair use or other copyright exemptions requires permission of the copyright holder.
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Host Institution: FAU
Is Part of Series: Florida Atlantic University Digital Library Collections.