Menschutkin reaction

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The Menschutkin reaction is a reaction in organic chemistry for the synthesis of quaternary ammonium salts . It was discovered in 1890 by the Russian chemist Nikolai Alexandrowitsch Menschutkin (Russian: Николай Александрович Меншуткин, 1842–1907).

Menschutkin reaction

The reaction between amines and haloalkanes (X = chlorine, bromine or iodine) for the synthesis of secondary and tertiary amines is difficult to control, so other synthetic routes are preferred (e.g. reductive amination). However, the Menschutkin reaction is excellently suited for the production of quaternary ammonium salts. Phase transfer catalysts and ionic liquids can be easily produced by this reaction .

Individual evidence

  1. ^ N. Menschutkin: Contributions to the knowledge of the affinity coefficients of the alkyl haloids and the organic amines Z. Physik. Chem. 5 ( 1890 ) 589.
  2. N. Menschutkin: About the affinity coefficients of the alkyl haloids and the amines Z. Physik. Chem. 6 ( 1890 ) 41.
  3. ^ MB Smith, J. March: March's Advanced Organic Chemistry (Wiley, 2001) ( ISBN 0-471-58589-0 ).
  4. ^ Lexicon of important chemists , VEB Bibliographisches Institut Leipzig, 1989, ISBN 3-8171-1055-3 .