# Conversion of carboxylic acids to acid chlorides


Carboxylic acids react with Thionyl Chloride ($$SOCl_2$$) 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.

Example

## 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

## Contributors

Prof. Steven Farmer (Sonoma State University)

Conversion of carboxylic acids to acid chlorides is shared under a not declared license and was authored, remixed, and/or curated by LibreTexts.