Diallylamine Explained

Diallylamine is the organic compound with the formula HN(CH2CH=CH2)2. It is a colorless liquid with an ammonia-like odor. It is multifunctional, featuring a secondary amine and two alkene groups. Diallylamine is used in the production of N,N-diallyldichloroacetamide (dichlormid) and N,N-diallyldimethylammonium chloride.

Preparation

It is produced commercially by partial hydrogenation of acrylonitrile:

2NCCH=CH2 + 4H2 → HN(CH2CH=CH2)2 + NH3

A laboratory route to diallylamine entails diallylation of calcium cyanamide followed by decyanation of the product.[1]

Related compounds

Notes and References

  1. 10.15227/orgsyn.005.0043. Diallylamine. Organic Syntheses. 1925. 5. 43. E. B. Vliet.