Diallylamine is the

organic compound Some chemical authorities define an organic compound as a chemical compound that contains a carbon–hydrogen or carbon–carbon bond; others consider an organic compound to be any chemical compound that contains carbon. For example, carbon-co ...

with the formula HN(CH₂CH=CH₂)₂. It is a colorless liquid with an ammonia-like odor. It is multifunctional, featuring a

secondary amine In chemistry, amines (, ) are organic compounds that contain carbon-nitrogen bonds. Amines are formed when one or more hydrogen atoms in ammonia are replaced by alkyl or aryl groups. The nitrogen atom in an amine possesses a lone pair of elec ...

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 Hydrogenation is a chemical reaction between molecular hydrogen (H2) and another compound or element, usually in the presence of a catalyst such as nickel, palladium or platinum. The process is commonly employed to redox, reduce or Saturated ...

acrylonitrile Acrylonitrile is an organic compound with the formula and the structure . It is a colorless, volatile liquid. It has a pungent odor of garlic or onions. Its molecular structure consists of a vinyl group () linked to a nitrile (). It is an im ...

: : 2NCCH=CH₂ + 4H₂ → HN(CH₂CH=CH₂)₂ + NH₃ A laboratory route to diallylamine entails diallylation of

calcium cyanamide Calcium cyanamide, also known as Calcium carbondiamide, Calcium cyan-2°-amide or Calcium cyanonitride is the inorganic compound with the formula CaCN2. It is the calcium salt of the cyanamide () anion. This chemical is used as fertilizer and is c ...

followed by decyanation of the product.

Related compounds

Allylamine Allylamine is an organic compound with the formula C3H5NH2. This colorless liquid is the simplest stable Alkene, unsaturated amine. Production and reactions All three allylamines, mono-, di-, and triallylamine, are produced by the treating allyl ...

Triallylamine Triallylamine is the organic compound with the formula N(CH2CH=CH2)3. It is a colorless liquid with an ammonia-like odor. It is multifunctional, featuring a tertiary amine and three alkene groups. Triallylamine (and mono- and diallyl amines) is p ...

References

{{Reflist Diallylamino compounds