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Bulletin of the Korean Chemical Society (BKCS)

ISSN 0253-2964(Print)
ISSN 1229-5949(Online)
Volume 10, Number 1
BKCSDE 10(1)
January 20, 1989 

Solvolysis of Phenylacetyl Chlorides in Methanol-Acetonitrile Mixtures
Ikchoon Lee*, Chul Huh, Hai Whang Lee
The methanolysis reactions of phenylacetyl chlorides have been investigated in methanol-acetonitrile mixtures at temperatures ranging - 15.0-0.0℃. Substituent and solvent effects on the rate supported an associative SN2 mechanism for the solvolysis. Activation parameters indicated that the reaction is entropy controlled, while the a/s ratios of the Taft's solvactochromic correlation proved to be remarkably constant with a typical value of 0.50 that is consistent for the reactions proceeding by a typical SN2 path.
47 - 50
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