Nitroxide Chemistry. Part 15. Reactions between Bistrifluoromethyl Nitroxide and Benzyl Alcohol, Azide, Chloride, and Cyanide

DOI: 10.1039/P19810000455

Source and publish data:

Journal of the Chemical Society. Perkin transactions I p. 455 - 456 (1981)

Update date:2022-08-02

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Authors:

Banks, Ronald E.

Birchall, J. Michael

Haszeldine, Robert N.

Hughes, Raymond A.

Nona, Shmaiel N.

Stephens, Christopher W.

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Article abstract of DOI:10.1039/P19810000455

Bistrifluoromethyl nitroxide readily attacks benzyl cyanide and benzyl chloride at room temperature to give the α-bistrifluoromethylamino-oxy-derivatives PhCHRCN and PhCHRCl respectively; treatment of the former product with the nitroxide yields benzoyl cyanide and the di-substituted derivative PhCR2CN.Abstraction of a benzylic hydrogen atom by the nitroxide from benzyl alcohol and benzyl azide leads, respectively, to the formation of benzaldehyde (and hence PhCOR) and benzonitrile.

Full text of DOI:10.1039/P19810000455

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