Investigation of the Reaction Order for Nucleophilic Substitution of Dialkyl Methylphosphonates by Alkoxides

Abstract

The rate of nucleophilic substitution at the phosphorus center of dialkyl methylphosphonates by methoxide and ethoxide has been studied to investigate the possible involvement of hexacoordinated phosphorus species in this reaction. For alkoxide concentrations less than ca. 1.5 M the rate increases with the square of alkoxide concentration. However, consideration of the activity of the alkoxides. represented by an appropriate acidity function. reveals that only one equivalent of alkoxide is involved in the rate-determining step. Thus, there is no requirement to invoke the intermediacy of a hexacoordinated species in the reaction pathway.

Open PDF

Document Details

Document Type
Technical Report
Publication Date
Jan 01, 1992
Accession Number
ADA274879

Entities

People

  • D. R. Leslie
  • G. J. Long
  • S. Panelidis

Organizations

  • Defence Science and Technology Group

Tags

DTIC Thesaurus Topics

  • Alcohols
  • Alkenes
  • Benzoates
  • Chemical Kinetics
  • Chemical Reactions
  • Chemical Shifts
  • Chemical Synthesis
  • Chemistry
  • Esters
  • Ethylene Glycol
  • Hydroxides
  • Methanols
  • Methylphosphonates
  • Molecular Sieves
  • Phosphorus
  • Phosphorus Compounds
  • Reaction Orders

Fields of Study

  • Chemistry

Readers

  • Organic Chemistry