Ozonolysis

Ozonolysis
Reaction type Organic redox reaction
Identifiers
Organic Chemistry Portal ozonolysis-criegee-mechanism

In organic chemistry, ozonolysis is an organic reaction where the unsaturated bonds are cleaved with ozone (O3). Multiple carbon–carbon bond are replaced by carbonyl (C=O) groups, such as aldehydes, ketones, and carboxylic acids. The reaction is predominantly applied to alkenes, but alkynes and azo compounds are also susceptible to cleavage. The outcome of the reaction depends on the type of multiple bond being oxidized and the work-up conditions.[1]

Detailed procedures have been reported.[2][3][4]

  1. ^ Smith, Michael B.; March, Jerry (2007), Advanced Organic Chemistry: Reactions, Mechanisms, and Structure (6th ed.), New York: Wiley-Interscience, p. 1036, ISBN 978-0-471-72091-1
  2. ^ Bailey, P. S.; Erickson, R. E. (1973). "Diphenaldehyde". Organic Syntheses; Collected Volumes, vol. 5, p. 489.
  3. ^ Tietze, L. F.; Bratz, M. (1998). "Dialkyl Mesoxalates by Ozonolysis of Dialkyl Benzalmalonates". Organic Syntheses; Collected Volumes, vol. 9, p. 314.
  4. ^ Harwood, Laurence M.; Moody, Christopher J. (1989). Experimental Organic Chemistry: Principles and Practice (Illustrated ed.). Wiley-Blackwell. pp. 55–57. ISBN 978-0632020171.