Accession Number : AD0675407

Title :   NEIGHBORING GROUP EFFECTS IN PHOSPHONATE ESTER HYDROLYSIS II. SYNTHESIS, HYDROLYSIS, AND TOXICITY DATA ON SUBSTITUTED-PHENACYL P-NITROPHENYL METHYLPHOSPHONATES.

Descriptive Note : Technical rept.,

Corporate Author : EDGEWOOD ARSENAL MD

Personal Author(s) : Lieske,Claire N. ; Hovance,Joseph W. ; Steinberg,George M. ; Bash,Arthur ; Blumbergs,Peter

Report Date : JUL 1968

Pagination or Media Count : 17

Abstract : The synthesis of p-nitrophenyl phenacyl methylphosphonate, p-methoxyphenacyl p-nitrophenyl methylphosphonate, p-chlorophenacyl p-nitrophenyl methyl-phosphonate, and p-nitrophenacyl p-nitrophenyl methylphosphonate are described. The facile alkaline hydrolysis of these phosphonate esters containing a neighboring ketonic group fit a linear free energy relationship. Toxicity studies suggest that the compounds be handled with due caution. (Author)

Descriptors :   (*ORGANIC PHOSPHORUS COMPOUNDS, HYDROLYSIS), PHOSPHONIC ACIDS, ESTERS, SYNTHESIS(CHEMISTRY), DECOMPOSITION, REACTION KINETICS, FREE ENERGY, ULTRAVIOLET SPECTRA, VISIBLE SPECTRA, TOXICITY, ORGANIC NITROGEN COMPOUNDS, ETHERS, CHLORINE COMPOUNDS

Subject Categories : Toxicology
      Organic Chemistry

Distribution Statement : APPROVED FOR PUBLIC RELEASE