STRUCTURAL INFLUENCE ON THE OXIDATION OF THIOL ACIDS BY 2,6-DICHLOROPHENOLINDOPHENOL (A COENZYME Q MODEL)

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Abstract
The oxidative behaviour of 2,6-dichlorophenolindophenol towards thiol acids has been described with particular reference to steric isomers of mercaptopropionic acid (MPA). The reactions were studied in presence of hydroxyl ion. The rates of oxidation of 2-MPA and 3-MPA have been compared vis-a-vis the influence of [OH−]. The kinetic orders in both cases are two in indophenol and one in thiol acid. Hydroxyl ion retards the rate of oxidation of 2-MPA while accelerating behaviour is shown towards 3-MPA. Mechanisms consistent with the experimental observations have been laid down postulating the formation of an active dimeric intermediate in aqueous medium and adducts of indophenol in non-aqueous medium.