Trans-2-Methyl-2-butenal

*trans*-2-Methyl-2-butenal
Names
	Preferred IUPAC name (2E)-2-Methylbut-2-enal
	Other names (E)-2-Methylbut-2-enal; trans-2-Methyl-2-butenal; trans-2,3-Dimethylacrolein; Tiglic aldehyde; Tiglinaldehyde; Tiglaldehyde
Identifiers
CAS Number	497-03-0 ;
3D model (JSmol)	Interactive image;
ChEMBL	ChEMBL53493 ;
ChemSpider	4479558 ;
ECHA InfoCard	100.007.122
PubChem CID	5321950;
UNII	27ZVE2K81C ;
CompTox Dashboard (EPA)	DTXSID1049308 ;
	InChI InChI=1S/C5H8O/c1-3-5(2)4-6/h3-4H,1-2H3/b5-3+ Key: ACWQBUSCFPJUPN-HWKANZROSA-N ; InChI=1/C5H8O/c1-3-5(2)4-6/h3-4H,1-2H3/b5-3+ Key: ACWQBUSCFPJUPN-HWKANZROBA;
	SMILES O=C/C(=C/C)C;
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 otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) 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, uses 2-methyl-2-butenal as a pheromone.^[1] The rabbit pheromone, trans-2-methyl-2-butenal, was reported to be involved in the communication between species, defined under the class of "interomone."^[2]

^ Schaal, B.; Coureaud, G.; Langlois, D.; Ginles, C.; Semon, E.; Perrier, G. (2003). "Chemical and behavioural characterization of the rabbit mammary pheromone". Nature. 424 (6944): 68–72. Bibcode:2003Natur.424...68S. doi:10.1038/nature01739. PMID 12840760. S2CID 4428155.
^ "The Pheromone Site | Research | Animal Welfare | TTU". www.depts.ttu.edu. Retrieved 2016-05-09.

[1] Schaal, B.; Coureaud, G.; Langlois, D.; Ginles, C.; Semon, E.; Perrier, G. (2003). "Chemical and behavioural characterization of the rabbit mammary pheromone". Nature. 424 (6944): 68–72. Bibcode:2003Natur.424...68S. doi:10.1038/nature01739. PMID 12840760. S2CID 4428155.

[2] "The Pheromone Site | Research | Animal Welfare | TTU". www.depts.ttu.edu. Retrieved 2016-05-09.

[1]

[2]

Names

Preferred IUPAC name (2E)-2-Methylbut-2-enal
Other names (E)-2-Methylbut-2-enal trans-2-Methyl-2-butenal trans-2,3-Dimethylacrolein Tiglic aldehyde Tiglinaldehyde Tiglaldehyde
Identifiers
CAS Number	497-03-0^N
3D model (JSmol)	Interactive image
ChEMBL	ChEMBL53493^Y
ChemSpider	4479558^Y
ECHA InfoCard	100.007.122
PubChem CID	5321950
UNII	27ZVE2K81C^Y
CompTox Dashboard (EPA)	DTXSID1049308
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
SMILES O=C/C(=C/C)C
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 otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). N verify (what is ^YN ?) Infobox references

Trans-2-Methyl-2-butenal

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