trans-2-Methyl-2-butenal
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]
Names | |
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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 | |
3D model (JSmol) |
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ChEMBL | |
ChemSpider | |
ECHA InfoCard | 100.007.122 |
PubChem CID |
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UNII | |
CompTox Dashboard (EPA) |
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Properties | |
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 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
Infobox references | |
References
- Schaal, B.; Coureaud, G.; Langlois, D.; Ginles, C.; Semon, E.; Perrier, G. (2003). "Chemical and behavioural characterization of the rabbit mammary pheromone". Nature. 424: 68–72.
- "The Pheromone Site | Research | Animal Welfare | TTU". www.depts.ttu.edu. Retrieved 2016-05-09.
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