The photochemical reactions of carbamates II. The solution photochemistry of matacil (4-dimethyl-amino-m-tolyl-N-methyl carbamate) and landrin (3,4,5-trimethylphenyl-N-methyl carbamate) | Health & Environmental Research Online (HERO)

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Citation
Tags

HERO ID

2799143

Reference Type

Technical Report

Title

The photochemical reactions of carbamates II. The solution photochemistry of matacil (4-dimethyl-amino-m-tolyl-N-methyl carbamate) and landrin (3,4,5-trimethylphenyl-N-methyl carbamate)

Author(s)

Addison, JB; Silk, PJ; Unger, L

Year

1974

Is Peer Reviewed?

Yes

Journal

Bulletin of Environmental Contamination and Toxicology
ISSN: 0007-4861
EISSN: 1432-0800

Publisher

Springer-Verlag

Report Number

PESTAB/74/1799

Volume

Environ

Issue

Page Numbers

250-255

Language

English

PMID

4433806

DOI

10.1007/BF01685102

Web of Science Id

WOS:A1974S648700011

URL

http://link.springer.com/10.1007/BF01685102
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Abstract

PESTAB The photochemical behavior of matacil (aminocarb) and landrin was observed following irradiation with lambda LT K 300 nm in aerated and degassed ethanol and cyclohexane solution. The major photodecomposition product of matacil under all conditions was 4-dimethylamino-3-methyl phenol. Trace quantities of other products were also observed. The major photodecomposition product of landrin was 3,4,5-trimethylphenol. Samples of the major photodecomposition products of matacil and landrin were synthesized by the alkaline hydrolysis of the corresponding carbamates. In each case, the spectra obtained were identical to those of the phenols extracted and/or separated from the photolyzed solutions. The photoproduct of matacil does not correspond to any of the degradation products observed when the pesticide is sprayed on bean foliage and exposed to ultraviolet light. The major photoproduct of landrin is detected as a metabolite in living mice but is not found as a photoproduct on growing bean foliage. The photolysis of carbamates probably proceeds via a photo-Fries mechanism.

Keywords

3,4,5 trimethylphenyl methylcarbamate; aminocarb; carbamic acid ester; pesticide; unclassified drug; 3,4,5 trimethylphenyl methylcarbamate; drug analysis; environmental health; infrared spectrometry; mass spectrometry; n methylcarbamic acid derivative; nuclear magnetic resonance spectroscopy; photochemistry; theoretical study; ultraviolet spectrophotometry; Chromatography, Thin Layer; Insecticides, Carbamate; Magnetic Resonance Spectroscopy; Phenols; Photochemistry; Photolysis; Solvents; Spectrophotometry, Infrared; Spectrophotometry, Ultraviolet; Toluidines