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camphene

Structure via PubChem · Public domain (PubChem)

EntityQ416775· pop 27· linked from 118 articles

Also known as 3,3-dimethyl-2-methylenenorcamphane, 3,3-dimethyl-2-methylenenorbornane, 2,2-dimethyl-3-methylenebicyclo[2.2.1]heptane, 2,2-dimethyl-3-methylenenorbornane, Comphene, 3,3-dimethyl-2-methylidenebicyclo[2.2.1]heptane, 2,2-Dimethyl-3-methylene-bicyclo[2.2.1]heptane

Camphene is a bicyclic organic compound. It is one of the most pervasive monoterpenes. As with other terpenes, it is insoluble in water, flammable, colorless, and has a pungent smell. It is a minor constituent of many essential oils such as turpentine, cypress oil, camphor oil, citronella oil, neroli, ginger oil, valerian, and mango. It is produced industrially by isomerization of the more common alpha-pinene using a solid acid catalyst such as titanium dioxide.

Chemical data

Formula
C10H16
Molecular weight
136.23 g/mol
IUPAC name
2,2-dimethyl-3-methylidenebicyclo[2.2.1]heptane
SMILES
CC1(C2CCC(C2)C1=C)C
InChIKey
CRPUJAZIXJMDBK-UHFFFAOYSA-N
XLogP
3.3
Polar surface area
0 Ų
H-bond donors
0
H-bond acceptors
0
Formal charge
0

via PubChem

Wikidata facts

Mass
136.125
Show 6 more facts
density
0.845
flash point
40
refractive index
1.457
canonical SMILES
CC1(C2CCC(C2)C1=C)C
chemical formula
C₁₀H₁₆
Commons category
Camphene
Sources (3)

via Wikidata · CC0

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Article

2 sections
Contents
  • Biosynthesis
  • References

Camphene is a bicyclic organic compound. It is one of the most pervasive monoterpenes. As with other terpenes, it is insoluble in water, flammable, colorless, and has a pungent smell. It is a minor constituent of many essential oils such as turpentine, cypress oil, camphor oil, citronella oil, neroli, ginger oil, valerian, and mango. It is produced industrially by isomerization of the more common alpha-pinene using a solid acid catalyst such as titanium dioxide.

Camphene is used in the preparation of fragrances and as a food additive for flavoring. These include isobornyl acetate. The aroma of the racemate is described as woody, herbal, fir needle, camphoreous, terpenic, cooling, pine, citrus, green, minty, and spicy. The aroma of dextro enantiomer is described as fresh, herbal, woody, fir needle, and camphoreous, whereas that of the laevo enantiomer is fresh, woody, fir needle, and terpenic.

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