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Kinetics and mechanism of quinolinium dichromate mediated oxidation of sugar alcohols in Bronsted acid media
Author(s) -
Kodali Satish Babu,
Jakku Narendar Reddy,
Kamatala Chinna Rajanna,
Yerraguntla Rajeshwar Rao
Publication year - 2020
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/kin.21339
Subject(s) - chemistry , perchloric acid , sulfuric acid , aqueous solution , kinetics , reaction rate constant , alcohol , inorganic chemistry , steric effects , brønsted–lowry acid–base theory , alcohol oxidation , hydrochloric acid , catalysis , organic chemistry , medicinal chemistry , physics , quantum mechanics
Bronsted acid catalyzed oxidation of certain sugar alcohols (polyols) has been studied by quinolinium dichromate (QDC) using aqueous sulfuric, perchloric, and hydrochloric acids at different temperatures. At constant acidity, reaction kinetics revealed the second‐order kinetics with a first order in [Alcohol] and [QDC]. Zucker‐Hammett, Bunnett, and Bunnett‐Olsen criteria were used to analyze acid‐dependent rate accelerations. Bunnett‐Olsen plots of (log k + H ν ) versus ( H ν + log [H + ]), and (log k ) versus ( H ν + log [H + ]) afforded slope values (ϕ and ϕ * , respectively) > 0.47, suggesting that a water molecule acts as a prton transfer agent in the slow step of the mechanism in the oxidation of alcohols by QDC in the presence of aqueous sulfuric, perchloric, and hydrochloric acids.

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