Chemistry:Isobutylamine
Isobutylamine is an organic chemical compound (specifically, an amine) with the formula (CH3)2CHCH2NH2, and occurs as a colorless liquid.[1][2] Isobutylamine is one of the four isomeric amines of butane, the others being n-butylamine, sec-butylamine and tert-butylamine. It is the decarboxylated form of the amino acid valine, and the product of the metabolism thereof by the enzyme valine decarboxylase.
Production
Isobutylamine can be obtained by reaction of isobutanol with ammonia in presence of a catalyst[3]:
Isobutylamine can also be produced from the reaction of Isobutyl chloride with ammonia[4]:
A alternative method of producing Isobutylamine is the decarboxylation of Valine with the enzyme Valine decarboxylase[5] or the thermal decarboxylation:
Uses
Isobutylamine is an odorant binding to TAAR3 in mice and can trigger sexual behaviour in male mice dependent on the cluster of TAAR2 through TAAR9.[6]
References
- ↑ Isobutylamine chemicalbook.com
- ↑ Isobutylamine Chemblink.com
- ↑ , John D."Ammonolysis process for producing aliphatic amines" patent US3347926A, issued 1967-10-17
- ↑ , Hannah Maria; Klaus Muelbach & Matthias Kiefer et al."Process for preparing high-reactivity isobutene homo- or copolymers" patent US8349977B2, issued 2013-01-08
- ↑ , Gail K.; Andrew C. Eliot & Dennis Flint et al."Fermentive production of four carbon alcohols" patent US7851188B2, issued 2010-12-14
- ↑ "How Female Mice Attract Males: A Urinary Volatile Amine Activates a Trace Amine-Associated Receptor That Induces Male Sexual Interest". Frontiers in Pharmacology 9: 924. 2018. doi:10.3389/fphar.2018.00924. PMID 30158871.
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