Neohexene
Hydrocarbon compound ((CH3)3CCH=CH2)
From Wikipedia, the free encyclopedia
Neohexene is the hydrocarbon compound with the chemical formula (CH3)3CCH=CH2. It is a colorless liquid, with properties similar to other hexenes. It is a precursor to commercial synthetic musk perfumes.
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| Names | |
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| Preferred IUPAC name
3,3-Dimethylbut-1-ene | |
| Other names
3,3-Dimethyl-1-butene | |
| Identifiers | |
3D model (JSmol) |
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| ChemSpider | |
| ECHA InfoCard | 100.008.361 |
| EC Number |
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PubChem CID |
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| UNII | |
CompTox Dashboard (EPA) |
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| Properties | |
| C6H12 | |
| Molar mass | 84.162 g·mol−1 |
| Appearance | colorless liquid |
| Density | 0.685 g mL−1 |
| Boiling point | 41 °C (106 °F; 314 K) |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Preparation and reactions
Neohexene is prepared by ethenolysis of diisobutene, an example of a metathesis reaction:[1]
- (CH3)3C-CH=C(CH3)2 + CH2=CH2 → (CH3)3C-CH=CH2 + (CH3)2C=CH2
It is a building block to synthetic musks by its reaction with p-cymene. It is also used in the industrial preparation of terbinafine.[1]
In the study of C-H activation, neohexene is often used as a hydrogen acceptor.[2]