Kizhner-Wolff Reaction
[known in English as the Wolff-Kishner reduction], the reduction of a carbonyl group (
) into a methylene group (
). An aldehyde or ketone is converted into the hydrazone, which is decomposed when heated under pressure in the presence of bases:
Subsequently, another version of the Kizhner-Wolff reaction was frequently used: an aldehyde or ketone, a hydrazine excess, and potassium hydroxide are heated in a high-boiling solvent (di- or tri-ethylene glycol) at 180°-200°C. The Kizhner-Wolff reaction may be used to reduce acid-sensitive carbonyl compounds. This method was developed by N. M. Kizhner [Kishner] in 1911 and by the German scientist L. Wolff (1857–1919) in 1912.
REFERENCE
Rodionov, V. M., and N. G. Iartseva. “Reaktsiia Kizhnera.” In the book Reaktsii i metody issledovaniia organicheskikh soedinenii, book 1. Moscow-Leningrad, 1951. Page 7.Want to thank TFD for its existence? Tell a friend about us, add a link to this page, add the site to iGoogle, or visit the webmaster's page for free fun content.
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