Skip to main content
U.S. flag

An official website of the United States government

Official websites use .gov
A .gov website belongs to an official government organization in the United States.

Secure .gov websites use HTTPS
A lock ( ) or https:// means you’ve safely connected to the .gov website. Share sensitive information only on official, secure websites.

Thermodynamics of the Hydrolysis Reactions of Nitriles

Published

Author(s)

Yadu D. Tewari, Robert N. Goldberg

Abstract

Microcalorimetry and high-performance liquid chromatography (h.p.l.c) have been used to conduct a thermodynamic investigation of the following nitrilase catalyzed reactions: (1) benzonitrile(aq) + 2 H2O(l) = benzoic acid(aq) + ammonia(aq), (2) benzylcyanide(aq) + 2 H2O(l) = benzeneacetic acid(aq) + ammonia(aq), (3) 3-phenylpropionitrile(aq) + 2 H2O(l) = 3-phenylpropanoic acid(aq) + ammonia(aq), (4) 4?phenylbutyonitrile(aq) + 2 H2O(l) = 4-phenylbutyric acid(aq) + ammonia(aq), (5) a-methylbenzyl-cyanide(aq) + 2 H2O(l) = a-methylbenzene acetic acid(aq) + ammonia(aq), and (6) 3?indoleacetonitrile(aq) + 2 H2O(l) = indole-3-acetic acid(aq) + ammonia(aq). The equilibrium measurements showed that these reactions proceeded to completion. Thus, it was possible to set only lower limits for the values of the apparent equilibrium constants K . However, it was possible to obtain precise values of the calorimetrically determined molar enthalpies of reaction DrHm(cal). These values were then used in conjunction with an equilibrium model to calculate values of the standard molar enthalpies for chemical reference reactions that correspond to the above overall biochemical reactions.
Citation
Journal of Chemical Thermodynamics
Volume
37
Issue
7

Keywords

3-indoleacetonitrile, alpha-methylbenzeneacetic acid, apparent equilibrium constant, benzeneacetic acid, benzoic acid, benzonitrile, benzylcyanide, enthalpy, indole-3-acetic acid

Citation

Tewari, Y. and Goldberg, R. (2005), Thermodynamics of the Hydrolysis Reactions of Nitriles, Journal of Chemical Thermodynamics (Accessed May 25, 2024)

Issues

If you have any questions about this publication or are having problems accessing it, please contact reflib@nist.gov.

Created July 1, 2005, Updated February 17, 2017