Nencki reaction

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The Nencki reaction is a name reaction in organic chemistry that goes back to the chemist Marcel Nencki (1847–1901). The reaction was first published as an arylation in 1881 and is related to the Friedel-Crafts acylation .

Overview reaction

In the Nencki reaction, a phenol 1 and a reactive carboxylic acid derivative 2 (e.g. carboxylic acid chloride or carboxylic acid anhydride ) are used as starting materials to synthesize phenol derivatives 3 :

Overview reaction Nencki reaction

Reaction mechanism

One possible reaction mechanism for the Nencki reaction is described by Zerong Wang as follows:

Proposed reaction mechanism for the Nencki reaction

The carboxylic acid anhydride 1 forms with the zinc chloride (ZnCl 2 ) the complex 2 which reacts with the phenol to an intermediate stage. After the carboxylic acid anhydride-zinc chloride complex has been split off, the phenol derivative 3 is formed .

Individual evidence

  1. a b c Zerong Wang: Comprehensive Organic Name Reactions and Reagents, Volume 2 . John Wiley, Hoboken (NJ) 2009, ISBN 978-0-470-28662-3 , pp. 2035-2037 .
  2. M. Regitz, J. Falbe Ed .: Chemie Lexikon, Volume 4, 9th edition . Georg Thieme, Stuttgart (NJ) 1991, ISBN 3-13-734909-5 , p. 2956 .