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]
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| 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). | |
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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 (6944): 68–72. doi:10.1038/nature01739. PMID 12840760.
- "The Pheromone Site | Research | Animal Welfare | TTU". www.depts.ttu.edu. Retrieved 2016-05-09.
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