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ChemInform Abstract: Nucleophilic Substitution at a Trigonal Carbon. Part 6. Substituent and Bromide/Chloride Leaving Group Effects in the Reactions of Aromatic Acyl Chlorides with Methanol in Acetonitrile.

✍ Scribed by Dennis N. Kevill; William F. K. Wang


Publisher
John Wiley and Sons
Year
2010
Weight
32 KB
Volume
30
Category
Article
ISSN
0931-7597

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✦ Synopsis


Nucleophilic Substitution at a Trigonal Carbon. Part 6. Substituent and Bromide/Chloride Leaving Group Effects in the Reactions of Aromatic Acyl Chlorides with Methanol in Acetonitrile.

-Investigation of the kinetics of methanolysis of benzoyl chloride and derivatives (I) shows that the chlorides follow the same type of curved Hammett plots as the already studied bromides. An addition-elimination process is favored by electron-withdrawing substituents and a loose S N 2 process by electron-supplying substituents. -(KEVILL,