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What is the mechanism for the reaction between acetic acid and thionyl chloride to form acetyl chloride?

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The reaction between acetic acid  CH3COOH  and thionyl chloride  SOCl2  to form acetyl chloride  CH3COCl  is an acid chloride formation reaction. The mechanism for this reaction is as follows:1. Nucleophilic attack: The oxygen atom of the acetic acid's carbonyl group  C=O  acts as a nucleophile and attacks the electrophilic sulfur atom of thionyl chloride  SOCl2 . This forms an intermediate with a tetrahedral sulfur center.2. Leaving group departure: The chloride ion  Cl-  from thionyl chloride acts as a leaving group, and the sulfur-oxygen bond in the intermediate breaks, releasing a molecule of sulfur dioxide  SO2  and forming an acyl chloride intermediate.3. Proton transfer: The acyl chloride intermediate undergoes a proton transfer, with the chloride ion  Cl-  acting as a base to abstract a proton from the -OH group, forming a molecule of hydrochloric acid  HCl .4. Formation of acetyl chloride: The final product, acetyl chloride  CH3COCl , is formed as the chloride ion  Cl-  attacks the carbonyl carbon, displacing the hydroxyl group  OH-  and forming a new carbon-chlorine bond.Overall, the reaction can be summarized as:CH3COOH + SOCl2  CH3COCl + SO2 + HClThis reaction is a common method for converting carboxylic acids into their corresponding acid chlorides, which are important intermediates in organic synthesis.
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