Issue 0, 1971

Organic reactions in strong alkalis. Part VII. Fission of unsaturated acids by alkali fusion in potassium deuterioxide

Abstract

Representative alkenoic, alkynoic and alkadienoic acids have been subjected to alkali fusion with potassium deuteroxide. The deuteriated degradation products have been examined by n.m.r. spectroscopy and mass spectrometry. The deuteriation patterns of the fission products are shown to be consistent with a stepwise reversible migration of the unsaturated function during the fusion reaction.

Under the conditions of alkali fusion (potassium deuteroxide at 360°) hydrogen–deuterium exchange occurs on the benzene nucleus, as shown by the reactions of benzoic and 4-phenylbutanoic acids and of their p-t-butyl derivatives.

Article information

Article type
Paper

J. Chem. Soc. C, 1971, 1851-1856

Organic reactions in strong alkalis. Part VII. Fission of unsaturated acids by alkali fusion in potassium deuterioxide

M. F. Ansell, A. N. Radziwill and B. C. L. Weedon, J. Chem. Soc. C, 1971, 1851 DOI: 10.1039/J39710001851

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