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Grignard Addition to Carbonyl

Grignard Addition to Carbonyl (Carbonyl.) Converts CC=O to CC(C)O using CH₃MgBr, then H₃O⁺. Conditions: Anhydrous ether, then acid workup.

Carbonyl

Reaction details

Name

Grignard Addition to Carbonyl

Type

Carbonyl

Starting Material

CC=O

Product

CC(C)O

Reagents
  • CH₃MgBr

  • then H₃O⁺

Conditions

Anhydrous ether, then acid workup

Mechanism
  1. Smiles

    CC=O

    Description

    Acetaldehyde

  2. Smiles

    CC=O

    Description

    Grignard (nucleophilic carbon) attacks C=O

  3. Smiles

    CC(C)O

    Description

    After acid workup: 2-propanol (secondary alcohol)

Tips
  1. Grignard adds carbon nucleophile to carbonyl

  2. HCHO → 1° alcohol; RCHO → 2° alcohol; R₂CO → 3° alcohol

  3. Strictly anhydrous! Grignard destroyed by H₂O

Related Reactions
  • aldol-addition

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