Master Organic Chemistry Reaction Guide

Ozonolysis of alkenes to ketones and aldehydes (reductive workup)

Description: Ozone will cleave carbon-carbon double bonds to give carbonyl compounds such as aldehydes or ketones, after treatment with a reducing agent such as zinc or dimethyl sulfide (“reductive workup”)

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Comment section

8 thoughts on “Ozonolysis of alkenes to ketones and aldehydes (reductive workup)

  1. For both ozonolysis mechanisms, the starting material has had at least 1 hydrogen attatched to the alkene carbons, is it possible to do this with 4 alkyl groups?

  2. What is the purpose of acid here?
    Won’t Zinc react with acid to Zinc ion then there is no zinc metal in the system to perform as a catalyst?

    1. Just the work-up. Breaking the O-O bond makes O- , which is not the greatest leaving group. If acid is around to protonate it to O-OH, then the O-O bond is easier to break.
      The conjugate acid is a better leaving group.

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