trans-3-Methyl-2-hexenoic acid

*trans*-3-Methyl-2-hexenoic acid
Names
	Preferred IUPAC name (2E)-3-Methylhex-2-enoic acid
	Other names E3M2H; 3M2H; TMHA; MHA; C7:2 (Lipid numbers)
Identifiers
CAS Number	27960-21-0 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:144845;
ChemSpider	4947706 ;
ECHA InfoCard	100.225.656
PubChem CID	6443739;
UNII	Q98FU4WJ65 ;
CompTox Dashboard (EPA)	DTXSID701020850 ;
	InChI InChI=1S/C7H12O2/c1-3-4-6(2)5-7(8)9/h5H,3-4H2,1-2H3,(H,8,9)/b6-5+ Key: NTWSIWWJPQHFTO-AATRIKPKSA-N ; InChI=1S/C7H12O2/c1-3-4-6(2)5-7(8)9/h5H,3-4H2,1-2H3,(H,8,9)/b6-5+ Key: NTWSIWWJPQHFTO-AATRIKPKSA-N;
	SMILES CCCC(=CC(=O)O)C;
Properties
Chemical formula	C7H12O2
Molar mass	128.171 g·mol−1
Density	0.97 g/cm3
Melting point	−3.4 °C (25.9 °F; 269.8 K)
Boiling point	225.2 °C (437.4 °F; 498.3 K)
Hazards
Flash point	132 °C (270 °F; 405 K)
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). (what is ?) Infobox references

trans-3-Methyl-2-hexenoic acid (TMHA) is an unsaturated short-chain fatty acid that occurs in sweat secreted by the axillary (underarm) apocrine glands of Caucasians and some Asians.

Hexanoic acids such as TMHA have a hircine odor. Of the fatty acids contributing to Caucasian men's underarm odor, TMHA has the most prominent odor.