Allylamine is an organic compound

Organic compound

An organic compound is any member of a large class of gaseous, liquid, or solid chemical compounds whose molecules contain carbon. For historical reasons discussed below, a few types of carbon-containing compounds such as carbides, carbonates, simple oxides of carbon, and cyanides, as well as the...

 with the formula C₃H₅NH₂. This colorless liquid is the simplest stable unsaturated

Alkene

In organic chemistry, an alkene, olefin, or olefine is an unsaturated chemical compound containing at least one carbon-to-carbon double bond...

 amine

Amine

Amines are organic compounds and functional groups that contain a basic nitrogen atom with a lone pair. Amines are derivatives of ammonia, wherein one or more hydrogen atoms have been replaced by a substituent such as an alkyl or aryl group. Important amines include amino acids, biogenic amines,...

.

Production

All three allylamines, mono-, di-, and triallylamine, are produced by the treating allyl chloride

Allyl chloride

Allyl chloride is the organic compound with the formula CH2=CHCH2Cl. This colorless liquid is insoluble in water but soluble in common organic solvents. It is mainly converted to epichlorohydrin, used in the production of plastics. It is a chlorinated derivative of propylene.-Production:Allyl...

 with ammonia

Ammonia

Ammonia is a compound of nitrogen and hydrogen with the formula . It is a colourless gas with a characteristic pungent odour. Ammonia contributes significantly to the nutritional needs of terrestrial organisms by serving as a precursor to food and fertilizers. Ammonia, either directly or...

 followed by distillation. Pure samples can be prepared by hydrolysis of allyl isothiocyanate

Allyl isothiocyanate

Allyl isothiocyanate is the organosulfur compound with the formula CH2CHCH2NCS. This colorless oil is responsible for the pungent taste of mustard, horseradish, and wasabi. This pungency and the lachrymatory effect of AITC is mediated through the TRPA1 and TRPV1 ion channels...

. It behaves as a typical amine.

Reactions

Polymerization can be used to prepare the homopolymer (poly(allylamine)

Poly(allylamine hydrochloride)

Poly is a cationic polyelectrolyte prepared by the polymerization of allylamine. It can be used in combination with an anionic polyelectrolyte like poly to form a layer-by-layer adsorbed film of negatively and positively charged polymers.Poly has many biomedical applications...

) or copolymers. The polymers are promising membranes for use in reverse osmosis

Reverse osmosis

Reverse osmosis is a membrane technical filtration method that removes many types of large molecules and ions from solutions by applying pressure to the solution when it is on one side of a selective membrane. The result is that the solute is retained on the pressurized side of the membrane and...

.

Safety

Allyl amine, like other allyl derivatives is a lacrymator

Lachrymatory agent

Tear gas, formally known as a lachrymatory agent or lachrymator , is a non-lethal chemical weapon that stimulates the corneal nerves in the eyes to cause tears, pain, and even blindness...

and skin irritant. Its oral is 106 mg/kg for rats.