THE STEREOCHEMISTRY OF ASYMMETRIC PHOSPHORUS COMPOUNDS: DISPLACEMENT REACTIONS OF OPTICALLY ACTIVE ISOPROPYL METHYLPHOSPHONOCHLORIDATE
Abstract
The displacement reactions at the asymmetric atom was investigated. Based on the correlation of the configurations of the products obtained from the reactions of optically active isopropyl methylphosphonochloridate with H2S, n-propyl mercaptide, and ethoxide ions with that obtained from the reaction of optically active O-isopropyl S-methyl methylphosphonothioate with ethoxide ion, it was concluded that displacement reactions at the P atom occur with predominant inversion of configuration in these systems. It was further concluded that the formation of (-)- isopropyl methylphosphonochloridate from the reaction of phosgene with the sodium salt of (+)-O-isopropyl methylphosphonothioic acid also takes place with inversion of configuration. (Author)
Document Details
- Document Type
- Technical Report
- Publication Date
- Jul 01, 1961
- Accession Number
- AD0268898
Entities
People
- Harold F. Frack
- Herbert S. Aaron
- Roy T. Uyeda
Organizations
- Edgewood Chemical Biological Center