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Kinetics of oxidation of some ortho, meta, and para substituted S-phenylmercaptoacetic Acids by N-Chloro-3-Methyl-2,6-Diphenyl piperidin-4-one in buffered ethanol-water

✍ Scribed by K. Ganapathy; S. Kabilan

Publisher: John Wiley and Sons
Year: 1989
Tongue: English
Weight: 354 KB
Volume: 21
Category: Article
ISSN: 0538-8066
DOI: 10.1002/kin.550210605

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✦ Synopsis

The kinetics of oxidation of a number of ortho, meta, and para substituted S-phenylmercaptoacetic acids by N-Chloro-3-Metyl-2,6-Diphenylpiperidin-4-one (NCP) has been studied in buffered ethanol-water (75:25 v/v) of pH 5.46. The reaction is of first order each in [oxidant] and [substrate]. The rate constant decreases with increase in pH from 5.22 to 5.70. The reaction is accelerated by electron releasing and retarded by electron withdrawing substitutents. The p value obtained for this reaction is -1.88 at 10°C with a good correlation coefficient of 0.99 showing an electron deficient transition state. The effect of ortho substitutents also is discussed in detail.

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