Octet

Octet / Reactions

Ozonolysis

Ozonolysis (Oxidation.) Converts CC=CC to CC=O.CC=O using O₃, then Zn/H₂O or DMS. Conditions: -78°C.

Oxidation

Reaction details

Name

Ozonolysis

Type

Oxidation

Starting Material

CC=CC

Product

CC=O.CC=O

Reagents
  • O₃

  • then Zn/H₂O or DMS

Conditions

-78°C

Mechanism
  1. Smiles

    CC=CC

    Description

    2-Butene

  2. Smiles

    CC=O.CC=O

    Description

    Cleaved to two aldehydes (with reductive workup)

Tips
  1. Reductive workup (Zn or DMS) → aldehydes/ketones

  2. Oxidative workup (H₂O₂) → carboxylic acids/ketones

  3. Terminal C= → formaldehyde (H₂C=O)

  4. Useful for determining alkene structure

Related Reactions
  • kmno4-hot

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