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Kinetics and mechanism of the oxidation of some α‐hydroxy acids by tetrachloroaurate(III) in acetic acid‐sodium acetate buffer medium
Author(s) -
Sen Gupta Kalyan K.,
Pal Biswajit,
Sen Pratik K.
Publication year - 1999
Publication title -
international journal of chemical kinetics
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.341
H-Index - 68
eISSN - 1097-4601
pISSN - 0538-8066
DOI - 10.1002/(sici)1097-4601(1999)31:12<873::aid-kin6>3.0.co;2-z
Subject(s) - chemistry , acetaldehyde , acetophenone , acetic acid , reactivity (psychology) , benzaldehyde , acetone , formaldehyde , kinetics , substrate (aquarium) , benzophenone , medicinal chemistry , mandelic acid , sodium acetate , catalysis , reaction mechanism , inorganic chemistry , nuclear chemistry , organic chemistry , ethanol , medicine , physics , alternative medicine , oceanography , pathology , quantum mechanics , geology
The kinetics of oxidation of some neutralized α‐hydroxy compounds such as glycolic (GA), lactic (LA), α‐hydroxyisobutyric(IB), mandelic (MA), atrolactic (AL), and benzilic (BA) acids by tetrachloroaurate(III) have been studied. The substrates are oxidized to give formaldehyde, acetaldehyde, acetone, benzaldehyde, acetophenone, and benzophenone for the respective reactions. The rate of the reaction increases with increasing [substrate] and pH but decreases with increase in [Cl −1 ]. Temperature influence is quite marked in all these reactions. A mechanism involving the formation of an unstable complex, which decomposes to give the respective reaction products, is proposed. The reactivity of the α‐hydroxy acids towards gold(III) are as follows: AL > MA > BA > IB > LA > GA. © 1999 John Wiley & Sons, Inc. Int J Chem Kinet 31: 873–882, 1999