Bulletin of the Chemical Society of Japan p. 2949 - 2955 (1994)
Update date:2022-08-30
Topics:
Wang, Maw-Ling
Ou, Chin-Chou
Jwo, Jing-Jer
The reaction of benzoyl chloride (PhCOCl) and butanoate ion (PrCOO-) catalyzed by pyridine 1-oxide (PNO) in the medium H2O/CH2Cl2 leads to equilibrium with butanoyl chloride (PrCOCl) and benzoate ion (PhCOO-) and vice versa.The rate-determining step takes place in the organic phase and PrCOCl is much more reactive than PhCOCl.The effects of chloride ion, hydroxide ion, pyridine 1-oxide, reactants and temperature on the reaction rate and the equilibrium conversion of acyl chloride (RCOCl) were investigated.Satisfactory detailed mechanistic interpretations of the kinetic results are given.
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