Neohexene

Neohexene

Neohexene

Hydrocarbon compound ((CH3)3CCH=CH2)

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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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]

References

  1. [1]
    Delaude, Lionel; Noels, Alfred F. (2005). "Metathesis". Kirk-Othmer Encyclopedia of Chemical Technology. Weinheim: Wiley-VCH. doi:10.1002/0471238961.metanoel.a01.
  2. [2]
    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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