Simple syntheses of malathion and malaoxon enantiomers, and isomalathion diastereoisomers: toxicity-configuration relationship

Autor:	Ludwika Cieślak, Iwona Połeć, Hanna Ksycińska, Bohdan Śledziński
Rok vydání:	1998
Předmět:	chemistry.chemical_compound Malaoxon chemistry Stereochemistry Nucleophilic substitution Diastereomer Malathion Enantiomer Isomalathion Applied Microbiology and Biotechnology Triethylamine Racemization
Zdroj:	Pesticide Science. 53:165-171
ISSN:	0031-613X
DOI:	10.1002/(sici)1096-9063(199806)53:2<165::aid-ps747>3.0.co;2-0
Popis:	Malathion enantiomers were synthesized by nucleophilic substitution of O,O-dimethyl dithiophosphoryl anion to diethyl (R)- or (S)-2-bromosuccinate. Malaoxon enantiomers were obtained from optically active malathions in thiono–thiolo rearrangement with 65% HNO3. Desmethylation of malathion enantiomers by triethylamine, following the remethylation using methyl iodide gave isomalathion diastereomeric pairs. Physicochemical characteristics of the compounds obtained, and their influence on rats and some species of arthropods, are presented. © 1998 SCI
Databáze:	OpenAIRE
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