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Isobutylamine

Isobutylamine is an organic chemical compound (specifically, an amine) with the formula (CH3)2CHCH2NH2, and occurs as a colorless liquid. 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:

:(CH3)2CHCH2OH + NH3 - (CH3)2CHCH2NH2 + H2O

Isobutylamine can also be produced from the reaction of Isobutyl chloride with ammonia:

:(CH3)2CHCH2Cl + NH3 - (CH3)2CHCH2NH2 + HCl

A alternative method of producing Isobutylamine is the decarboxylation of Valine with the enzyme Valine decarboxylase or the thermal decarboxylation:

:H2NCH(CH(CH3)2)COOH - (CH3)2CHCH2NH2 + CO2

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.

References

References

  1. [http://www.chemicalbook.com/ChemicalProductProperty_EN_CB9211238.htm Isobutylamine] chemicalbook.com
  2. [http://www.chemblink.com/products/78-81-9.htm Isobutylamine] Chemblink.com
  3. "Ammonolysis process for producing aliphatic amines".
  4. "Process for preparing high-reactivity isobutene homo- or copolymers".
  5. "Fermentive production of four carbon alcohols".
  6. (2018). "How Female Mice Attract Males: A Urinary Volatile Amine Activates a Trace Amine-Associated Receptor That Induces Male Sexual Interest". Frontiers in Pharmacology.
Wikipedia Source

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alkylamines isobutyl-compounds
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