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Thermal and alkali-catalyzed hydrolysis study of R,R' ,4,4' -cyclohexylidenediphenyloxyacetic acids and their ethyl esters

Authors: D. R. Bhadja; P. H. Parsania;

Thermal and alkali-catalyzed hydrolysis study of R,R' ,4,4' -cyclohexylidenediphenyloxyacetic acids and their ethyl esters

Abstract

Department of Chemistry. M. M. Science College, Morvi-363 642, India Department of Chemistry, Saurashtra University. Rajkot-360 005, India E-mail : phparsania@sify.com Fax: 91-0281-578512 Manuscript received 18 December 2001. revised 19 August 2002. accepted 22 August 2002 R,R',4,4'-Cyclohexylidenediphenyloxyacetic acid (PAAC-1 to PAAC-7, R = H, CH3, Cl, Br. NO2 and R' = H, Cl, Br, NO2) are thermally stable up to 226-320��. Kinetic parameters are interpreted in light of the nature of the substituents. A large and positive magnitudes of ���S# indicated less ordered transition state than Individual phenoxy acid molecules. The endo- or exothermic DTA transitions supported some physical or chemical changes. Various thermodynamic ��parameters of ethyl esters of the above acids in MeOH-H2O (1 : 1, v/v) have been determined con�� dctometrically from second order rate constants at 30, 35 and 40�� and are interpreted in terms of the nature of substituents on the reaction rate. The experimental data are in accordance with the bimolecular acyl fission mechanism. A large and negative M' and small A indicate highly ordered transition state as compared to individual ester molecules and It is rate-determining step.

Keywords

alkali, less, acids, large

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