Journal of Applied Biological Chemistry
- Volume 43 Issue 1
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- Pages.37-43
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- 2000
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- 1976-0442(pISSN)
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- 2234-7941(eISSN)
Structural Determination of cis- and trans-5-Hydroxymethyl-5-methyl-2-thiono-r-2-ethoxy-1,3,2-dioxaphosphorinane by NMR and X-ray Crystallography: Model Compounds for the Reaction Mechanism Study of Organophosphorus Pesticides
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Kim, Jeong Han
(School of Agricultural Biotechnology, College of Agriculture and Life Sciences, Seoul National University) ;
- Toia, Robert F. (Department of Environmental Sciences, University of San Francisco, San Francisco) ;
- Craig, Donald C. (School of Chemistry, University of New South Wales)
- Received : 2000.02.15
- Published : 2000.03.31
Abstract
1,3,2-Dioxaphosphorinanes are suitable compounds for studying the stereochemistry of substitution at phosphorus. Cis- and trans-5-hydroxymethl-5-methyl-2-thiono-2ethoxy-1,3,2-dioxaphosphorinane were prepared, and their structures and stereochemistry unambiguously assigned by NMR and X-ray crystallography with acetoxy and 3,5-dinitrobenzoyloxy derivatives, respectively. Trans isomer gave
Keywords
- 1,3,2-dioxaphosphorinanes;
- stereochemistry;
- NMR;
- X-ray crystallography;
- chair conformation;
- bond angle