Carboxylic acids react with thionyl Chloride (SOCl2) to form acid chlorides
المؤلف:
University of Missouri System
المصدر:
Organic Chemistry ii
الجزء والصفحة:
.................
19-10-2020
3700
Carboxylic acids react with thionyl Chloride (SOCl2) to form acid chlorides
During the reaction the hydroxyl group of the carboxylic acid is converted to a chlorosulfite intermediate making it a better leaving group. The chloride anion produced during the reaction acts a nucleophile.
Mechanism
1) Nucleophilic attack on Thionyl Chloride
2) Removal of Cl leaving group
3) Nucleophilic attack on the carbonyl
4) Leaving group removal
5) Deprotonation
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