Von Braun reaction

From Wikipedia, the free encyclopedia

The Von Braun reaction is an organic reaction in which a tertiary amine reacts with cyanogen bromide to an organocyanamide [1]. An example is the reaction of dimethyl-α-naphthylamine [2]:

Von Braun reaction

The reaction mechanism consists of two nucleophilic substitutions: the amine is the first nucleophile displacing the bromine atom which then acts as the second nucleophile [3].

[edit] See also

[edit] References

  1. ^ Von Braun, Heider, and Muller, Ber., 51, 281 (1918).
  2. ^ Organic Syntheses, Coll. Vol. 3, p.608 (1955); Vol. 27, p.56 (1947). http://www.orgsynth.org/orgsyn/pdfs/CV3P0608.pdf
  3. ^ March, Jerry (1985). Advanced Organic Chemistry, Reactions, Mechanisms and Structure, third Edition, John Wiley & Sons. ISBN 0-471-85472-7.