Barton reaction

Barton reaction

The Barton Reaction involves the photolysis of a nitrite to form a δ-nitroso alcohol. It is named for the British chemist Sir Derek Harold Richard Barton. [cite journal
title = A New Photochemical Reaction
author = D. H. R. Barton, J. M. Beaton, L. E. Geller, and M. M. Pechet
journal = Journal of the American Chemical Society
volume = 83
issue = 19
pages = 4076–4083
year = 1961
url =
doi = 10.1021/ja01480a030
] The mechanism is believed to involve a homolytic RO–NO cleavage, followed by δ-hydrogen abstraction and free radical recombination. [ [http://www.iupac.org/goldbook/B00599.pdf IUPAC Goldbook] ]

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A related reaction is the Hofmann-Löffler reaction involving haloamines.

References


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