Menshutkin reaction

Menshutkin reaction
Named after Nikolai Menshutkin
Reaction type Coupling reaction
Identifiers
RSC ontology ID RXNO:0000223

In organic chemistry, the Menshutkin reaction converts a tertiary amine into a quaternary ammonium salt by reaction with an alkyl halide. Similar reactions occur when tertiary phosphines are treated with alkyl halides.

Menshutkin-reaction
Menshutkin-reaction

The reaction is the method of choice for the preparation of quaternary ammonium salts.[1] Some phase transfer catalysts (PTC) can be prepared according to the Menshutkin reaction, for instance the synthesis of triethyl benzyl ammonium chloride (TEBA) from triethylamine and benzyl chloride:

Menshutkin reaction
Menshutkin reaction
  1. ^ W. R. Brasen; C. R. Hauser (1954). "o-Methylethylbenzyl Alcohol". Org. Synth. 34: 58. doi:10.15227/orgsyn.034.0058.