Misplaced Pages

Isobutylamine

Article snapshot taken from Wikipedia with creative commons attribution-sharealike license. Give it a read and then ask your questions in the chat. We can research this topic together.
Isobutylamine
Skeletal formula of isobutylamine
Names
Preferred IUPAC name 2-Methylpropan-1-amine
Other names (2-Methylpropyl)amine
Identifiers
CAS Number
3D model (JSmol)
Beilstein Reference 385626
ChEBI
ChemSpider
ECHA InfoCard 100.001.042 Edit this at Wikidata
EC Number
  • 201-145-4
Gmelin Reference 81862
KEGG
MeSH isobutylamine
PubChem CID
RTECS number
  • NP9900000
UNII
UN number 1214
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C4H11N/c1-4(2)3-5/h4H,3,5H2,1-2H3Key: KDSNLYIMUZNERS-UHFFFAOYSA-N
SMILES
  • CC(C)CN
Properties
Chemical formula C4H11N
Molar mass 73.139 g·mol
Appearance Colorless liquid
Odor Fishy, ammoniacal
Density 736 mg mL
Melting point −86.6 °C; −124.0 °F; 186.5 K
Boiling point 67 to 69 °C; 152 to 156 °F; 340 to 342 K
Solubility in water Miscible
Magnetic susceptibility (χ) -59.8·10 cm/mol
Refractive index (nD) 1.397
Viscosity 500 μPa s (at 20 °C)
Thermochemistry
Heat capacity (C) 194 J K mol
Std enthalpy of
formation (ΔfH298) 		−133.0–−132.0 kJ mol
Std enthalpy of
combustion (ΔcH298) 		−3.0139–−3.0131 MJ mol
Hazards
GHS labelling:
Pictograms GHS02: Flammable GHS05: Corrosive GHS06: Toxic
Signal word Danger
Hazard statements H225, H301, H314
Precautionary statements P210, P280, P301+P310, P305+P351+P338, P310
Flash point −9 °C (16 °F; 264 K)
Lethal dose or concentration (LD, LC):
LD50 (median dose) 224 mg kg (oral, rat)
Related compounds
Related alkanamines
Related compounds
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). ☒N verify (what is  ?) Infobox references
Chemical compound

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.

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

  1. Isobutylamine chemicalbook.com
  2. Isobutylamine Chemblink.com
  3. Harmeier A, Meyer CA, Staempfli A, Casagrande F, Petrinovic MM, Zhang YP, Künnecke B, Iglesias A, Höner OP, Hoener MC (2018). "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. doi:10.3389/fphar.2018.00924. PMC 6104183. PMID 30158871.
Stub icon

This article about an amine is a stub. You can help Misplaced Pages by expanding it.

Categories: