Chemistry:Neohexene
From HandWiki
Short description: Hydrocarbon compound ((CH3)3CCH=CH2)
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| Names | |
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| Preferred IUPAC name
3,3-Dimethylbut-1-ene | |
| Other names
3,3-Dimethyl-1-butene
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| Identifiers | |
3D model (JSmol)
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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). | |
| Infobox references | |
Neohexene is the hydrocarbon compound with the chemical formula (CH
3)
3CCH=CH
2. It is a colorless liquid, with properties similar to other hexenes. It is a precursor to commercial synthetic musk perfumes.
Preparation and reactions
Neohexene is prepared by ethenolysis of diisobutene, an example of a metathesis reaction:[1]
- [math]\displaystyle{ \ce{(CH3)3C-CH=C(CH3)2} + {\color{red}\ce{CH2=CH2}} \longrightarrow \ce{(CH3)3C-CH=}{\color{red}\ce{CH2}} + \ce{(CH3)2C=}{\color{red}\ce{CH2}} }[/math]
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]
References
- ↑ 1.0 1.1 Delaude, Lionel; Noels, Alfred F. (2005). "Metathesis". Kirk-Othmer Encyclopedia of Chemical Technology. Weinheim: Wiley-VCH. doi:10.1002/0471238961.metanoel.a01.
- ↑ Liu, Fuchen; Pak, Esther B.; Singh, Bharat; Jensen, Craig M.; Goldman, Alan S. (1999). "Dehydrogenation of n-Alkanes Catalyzed by Iridium "Pincer" Complexes: Regioselective Formation of α-Olefins". J. Am. Chem. Soc. 121 (16): 4086-4087. doi:10.1021/JA983460P.
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