Allylamine is an organic compound with the formula C3H5NH2. This colorless liquid is the simplest stable Alkene amine.
Production and reactions
All three allylamines, mono-, di-, and
triallylamine, are produced by the treating
allyl chloride with
ammonia followed by distillation.
Or by the reaction of allyl chloride with
hexamine.
Pure samples can be prepared by hydrolysis of allyl isothiocyanate.
It behaves as a typical amine.
[Henk de Koning, W. Nico Speckamp "Allylamine" in Encyclopedia of Reagents for Organic Synthesis, 2001, John Wiley & Sons, Weinheim. Article Online Posting Date: April 15, 2001]
Polymerization can be used to prepare the homopolymer (polyallylamine) or copolymers. The polymers are promising membranes for use in reverse osmosis.[
]
Other allylamines
Diallylamine is a precursor to industrial products. Functionalized allylamines have pharmaceutical applications. Pharmaceutically important allylamines include flunarizine and naftifine; the latter spurred the development of Petasis reaction. Flunarizine aids in the relief of migraines while naftifine acts to fight common fungus causing infections such as athlete's foot, jock itch, and ringworm.
Safety
Allylamine, like other allyl derivatives is a lachrymator and skin irritant. Its oral is 106 mg/kg for rats.
External links
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at National Center for Biotechnology Information