Accelerated Cleavage of Glycine p-Nitrophenyl Ester in an Aqueous Medium by a Crown Ether Compound.

Abstract

Macrocyclic crown ether carboxylates have been investigated as catalytic host molecules for the ester cleavage reaction of guest glycine p-nitrophenyl ester ammonium ion (3-NH3+) in an aqueous medium. The result for 3,5-dimethylylbenzoate-18-crown-5 (1c) shows p-nitrophenol release similar to that of added simple substituted benzoates, whereas 2,6-dimethylylbenzoate-18-crown-5 (2c) shows a significant acceleration of the reaction rate. To aid in interpretation of these observations, rates of complexation and molar equilibrium constants (K) for closely related amino acid structures were obtained with 18-crown-6 and 18-crown-5 using an ultrasonic absorption technique.

Open PDF

Document Details

Document Type
Technical Report
Publication Date
Jun 15, 1977
Accession Number
ADA041307

Entities

People

  • Edward M. Eyring
  • Evan L. Allred
  • Gregory D. Lyon
  • Licesio J. Rodriguez
  • Ronald P. Rohrbach

Organizations

  • University of Utah

Tags

Communities of Interest

  • Counter IED
  • Materials and Manufacturing Processes

DTIC Thesaurus Topics

  • Absorption
  • Amino Acids
  • Aqueous Solutions
  • Benzoates
  • Chemical Compounds
  • Chemical Synthesis
  • Chemistry
  • Crown Ethers
  • Esters
  • Ethers
  • Military Research
  • Molecules
  • Universities

Fields of Study

  • Chemistry

Readers

  • Organic Chemistry