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]

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
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.007.122
PubChem CID
UNII
CompTox Dashboard (EPA)
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).
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Infobox references

References

  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: 68–72.
  2. "The Pheromone Site | Research | Animal Welfare | TTU". www.depts.ttu.edu. Retrieved 2016-05-09.
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