Accession Number:

AD0266361

Title:

THE STEREOCHEMISTRY OF ASYMMETRIC PHOSPHORUS COMPOUNDS. THE CORRELATION OF THE CONFIGURATIONS OF O-ETHYL AND O-ISOPROPYL METHYLPHOSPHONOTHIOIC ACIDS

Descriptive Note:

Corporate Author:

CHEMICAL RESEARCH AND DEVELOPMENT LABS EDGEWOOD ARSENAL MD

Report Date:

1961-07-01

Pagination or Media Count:

18.0

Abstract:

Methods of Melting, Chemical reactions, Dis placement reactions.A study was made to correlate the configurations of the resolved isomers of O-isopropyl methylphosphonothioic acid and O-ethyl methylphosphonothioic acid by a physical and a chemical method. The physical method was based upon a quasi-racemate formation between dicyclohexylamine salts of the acids, the chemical method upon an alkoxide ion displacement at the asymmetric phosphorus atom of the S-methyl esters of these acids to form the common optically active ethyl isopropyl methylphosphonate. Based on the physical and the chemical evidence presented for the correlation of the configurations of O-ethyl and O-isopropyl methylphosphonothioic acid, it is concluded that the two levo enantiomorphs possess the same configuration. This conclusion agrees with that previously reached on the basis of the biochemical evidence.

Subject Categories:

  • Organic Chemistry

Distribution Statement:

APPROVED FOR PUBLIC RELEASE