NUCLEOPHILIC DISPLACEMENTS ON PHOSPHONIC ACID ESTERS.
Abstract
Data on the reaction of p-nitrophenyl methylphosphonate with a variety of hydroxamic acids is reported and discussed. Various experimental difficulties served to limit the number of successful trials. An attempt to obtain Bronsted plot for the observed data showed a small dependence upon the basicity of the hydroxamic acid. Consideration is also given to the reaction of p-nitrophenyl methylphosphonate with a series of tertiary amines. A Bronsted plot of amine pKa vs. log K2 (second order rate constant) has a slope of 0.31. It was also observed that only freshly distilled amines gave consistent rate data. A small rate enhancement was noted with an increase in ionic strength. (Author)
Document Details
- Document Type
- Technical Report
- Publication Date
- Apr 30, 1966
- Accession Number
- AD0632593
Entities
People
- H. J. Brass
- J. O. Edwards
- M. J. Biallas
- R. A. Diprete
Organizations
- Brown University