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Photodegradation of bromacil and terbacil by ultraviolet radiation

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Date Issued:
1993
Summary:
The photodegradation of bromacil (5-bromo-3-sec-butyl-6-methyluracil) and terbacil (5-chloro-3-tert-butyl-6-methyluracil) by ultraviolet radiation has been investigated. Irradiation of aerated aqueous solutions of the title compounds (25 ppm), led to fast degradation of both. The reactions were found to follow first order kinetics with rate constants 5.77x10^-1 hr^-1 in the case of bromacil and 8.45x10^-2 hr^-1 in the case of terbacil. Degradation in ethanol and cyclohexane was also studied, but the solutions were not analyzed for photoproducts. The photoreaction mixture of both the herbicides in water showed four peaks on GC, indicating four photoproducts. Loss of halogens from the heterocyclic ring has been observed as shown by the presence of Br- in the case of bromacil and Cl- in the case of terbacil in the photoreaction solution. 6-Methyluracil which was isolated from the aqueous fraction of the photoreaction mixture was the common photoproduct from both bromacil and terbacil. From the organic fractions 3-sec-butyl-5-acetyl-5-hydroxyhydantoin was identified in the case of bromacil and 3-tert-butyl-5-acetyl-5-hydroxyhydantoin in the case of terbacil. The other two photoproducts were left unidentified.
Title: Photodegradation of bromacil and terbacil by ultraviolet radiation.
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Name(s): Johnson, Hannah Kalyani
Florida Atlantic University, Degree grantor
Parkanyi, Cyril, Thesis advisor
Charles E. Schmidt College of Science
Department of Chemistry and Biochemistry
Type of Resource: text
Genre: Electronic Thesis Or Dissertation
Issuance: monographic
Date Issued: 1993
Publisher: Florida Atlantic University
Place of Publication: Boca Raton, FL
Physical Form: application/pdf
Extent: 87 p.
Language(s): English
Summary: The photodegradation of bromacil (5-bromo-3-sec-butyl-6-methyluracil) and terbacil (5-chloro-3-tert-butyl-6-methyluracil) by ultraviolet radiation has been investigated. Irradiation of aerated aqueous solutions of the title compounds (25 ppm), led to fast degradation of both. The reactions were found to follow first order kinetics with rate constants 5.77x10^-1 hr^-1 in the case of bromacil and 8.45x10^-2 hr^-1 in the case of terbacil. Degradation in ethanol and cyclohexane was also studied, but the solutions were not analyzed for photoproducts. The photoreaction mixture of both the herbicides in water showed four peaks on GC, indicating four photoproducts. Loss of halogens from the heterocyclic ring has been observed as shown by the presence of Br- in the case of bromacil and Cl- in the case of terbacil in the photoreaction solution. 6-Methyluracil which was isolated from the aqueous fraction of the photoreaction mixture was the common photoproduct from both bromacil and terbacil. From the organic fractions 3-sec-butyl-5-acetyl-5-hydroxyhydantoin was identified in the case of bromacil and 3-tert-butyl-5-acetyl-5-hydroxyhydantoin in the case of terbacil. The other two photoproducts were left unidentified.
Identifier: 14929 (digitool), FADT14929 (IID), fau:11711 (fedora)
Degree granted: Thesis (M.S.)--Florida Atlantic University, 1993.
Collection: FAU Electronic Theses and Dissertations Collection
Note(s): Charles E. Schmidt College of Science
Subject(s): Ultraviolet radiation
Photochemistry--Deterioration
Herbicides
Uracil
Held by: Florida Atlantic University Libraries
Persistent Link to This Record: http://purl.flvc.org/fcla/dt/14929
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.
Use and Reproduction: http://rightsstatements.org/vocab/InC/1.0/
Host Institution: FAU
Is Part of Series: Florida Atlantic University Digital Library Collections.