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Octet / Reactions

Acyl Chloride Formation

Acyl Chloride Formation (Carbonyl.) Converts CC(=O)O to CC(=O)Cl using SOCl₂, or PCl₃, or PCl₅.

Carbonyl

Reaction details

Name

Acyl Chloride Formation

Type

Carbonyl

Starting Material

CC(=O)O

Product

CC(=O)Cl

Reagents
  • SOCl₂

  • or PCl₃

  • or PCl₅

Mechanism
  1. Smiles

    CC(=O)O

    Description

    Acetic acid

  2. Smiles

    CC(=O)Cl

    Description

    Acetyl chloride (most reactive carbonyl derivative)

Tips
  1. SOCl₂ most common - gaseous byproducts escape

  2. Acyl chlorides very reactive - use quickly

  3. React with alcohols → esters, amines → amides

Related Reactions
  • fischer-esterification

This is one row of the Reaction roadmap sheet - print all 83 reactions on one page.