Issue 0, 1980

Reaction of 1,2,4,5-tetroxan with antimony pentachloride or liquid sulphur dioxide : heterolytic fission of carbon–oxygen or oxygen–oxygen bonds

Abstract

The reactions of 11 kinds of tetroxans with antimony pentachloride have been investigated. A mixture of ketone (aldehyde) and ester (carboxylic acid) was obtained, the ratio of which was found to depend on the substituents. In the presence of the catalyst cis-3,6-bis(3-benzoylpropyl)-1,2,4,5-tetroxan rearranges to the trans-isomer. In the reaction of some tetroxans with liquid sulphur dioxide, a mixture of ester and ketone was obtained in a molar ratio of 1 :1. Reductive ozonolysis of some alkenes in the presence of 10 mol equiv. of sulphur dioxide in methylene chloride gave the corresponding carbonyl compounds in good yields.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1980, 1950-1954

Reaction of 1,2,4,5-tetroxan with antimony pentachloride or liquid sulphur dioxide : heterolytic fission of carbon–oxygen or oxygen–oxygen bonds

M. Miura, M. Nojima and S. Kusabayashi, J. Chem. Soc., Perkin Trans. 1, 1980, 1950 DOI: 10.1039/P19800001950

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Spotlight

Advertisements