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Diallylamine

Diallylamine is the organic compound with the formula HN(CH<sub>2</sub>CH=CH<sub>2</sub>)<sub>2</sub>. 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=CH<sub>2</sub> + 4H<sub>2</sub> → HN(CH<sub>2</sub>CH=CH<sub>2</sub>)<sub>2</sub> + NH<sub>3</sub>

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

Related compounds

References