trans-2-Methyl-2-butenal

*trans*-2-Methyl-2-butenal
Names

IUPAC name trans-2-methyl-2-butenal
Other names trans-2,3-dimethylacrolein, tiglic aldehyde, tiglinaldehyde, tiglaldehyde
Identifiers
CAS Registry Number	497-03-0^N
ChEMBL	ChEMBL53493^Y
ChemSpider	4479558^Y
InChI InChI=1S/C5H8O/c1-3-5(2)4-6/h3-4H,1-2H3/b5-3+^Y Key: ACWQBUSCFPJUPN-HWKANZROSA-N^Y InChI=1/C5H8O/c1-3-5(2)4-6/h3-4H,1-2H3/b5-3+ Key: ACWQBUSCFPJUPN-HWKANZROBA
Jmol-3D images	Image
PubChem	5321950
SMILES O=C/C(=C/C)C
UNII	27ZVE2K81C^Y
Properties
Chemical formula	C₅H₈O
Molar mass	84.12
Appearance	colorless liquid
Density	0.871
Melting point	−78 °C (−108 °F; 195 K)
Boiling point	116 to 119 °C (241 to 246 °F; 389 to 392 K) (752 mm Hg)
Hazards
Flash point	65 °C (149 °F; 338 K)
Related compounds
Related alkenals	Citral Citronellal Methacrolein
Except where noted otherwise, data is given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
N verify (what is: Y/N?)
Infobox references

trans-2-Methyl-2-butenal is an organic compound with the formula CH₃CH=C(CH₃)CHO. This colorless liquid is a building block in organic synthesis. It is an α,β-unsaturated aldehyde related to the better known crotonaldehyde. The European rabbit, Oryctolagus cuniculus, utilizes 2-methyl-2-butenal as a pheromone.^[1]

References

↑ Schaal, B., Coureaud, G., Langlois, D., Ginles, C., Semon, E., and Perrier, G. 2003. Chemical and behavioural characterization of the rabbit mammary pheromone. Nature. 424:68-72.