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Ozonolysis

 Ozonolysis is reaction where the double bonds of alkenes are


cleaved with ozone (O3).
 Alkanes form organic compounds in which the multiple
carbon-carbon bonds have been replaced by a carbonyl group.
 The outcome of the reaction depends on the type of multiple
bonds being oxidized and the work-up conditions. Reductive
work-up conditions are far more commonly used than
oxidative conditions.
 Ozonolysis is the specific reaction in which cleavage occurs and
π and σ bond. In this reaction, ozone is mainly used.
 In order to understand how this reaction occurs, we must first
explore the structure of ozone. Ozone is a compound with the
following resonance structures
 The gas mixture is passed through a solution of the alkene in
methanol or dichloromethane.
 The first isolable intermediate is a species called an ozonide (or
molozonide). The molozonide is unstable and undergoes
rearrangement to produce a more stable ozonide
 When treated with a mild reducing agent, the ozonide is
converted into products:

 Common examples of reducing agents include dimethyl sulfide


(DMS) or Zn/H2O:/

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