Camphene

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.

Not to be confused with camphine, a lamp fuel.
Camphene
Names
Preferred IUPAC name
2,2-Dimethyl-3-methylidenebicyclo[2.2.1]heptane
Other names
2,2-Dimethyl-3-methanylidenebicyclo[2.2.1]heptane
2,2-Dimethyl-3-methylenebicyclo[2.2.1]heptane
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.001.123
EC Number
  • 201-234-8
KEGG
PubChem CID
RTECS number
  • EX1055000
UNII
UN number 2319 1325
  • InChI=1S/C10H16/c1-7-8-4-5-9(6-8)10(7,2)3/h8-9H,1,4-6H2,2-3H3 Y
    Key: CRPUJAZIXJMDBK-UHFFFAOYSA-N Y
  • InChI=1/C10H16/c1-7-8-4-5-9(6-8)10(7,2)3/h8-9H,1,4-6H2,2-3H3
    Key: CRPUJAZIXJMDBK-UHFFFAOYAL
SMILES
  • C1(=C)C(C)(C)C2CC1CC2
Properties
C10H16
Molar mass 136.238 g·mol−1
Appearance White or colorless solid
Density 0.842 g/cm3
Melting point 51 to 52 °C (124 to 126 °F; 324 to 325 K)
Boiling point 159 °C (318 °F; 432 K)
Practically insoluble
Hazards
GHS labelling:
Warning
H226, H228, H319, H410
P210, P233, P240, P241, P242, P243, P264, P273, P280, P303+P361+P353, P305+P351+P338, P337+P313, P370+P378, P391, P403+P235, P501
Flash point 40 °C (104 °F; 313 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Y verify (what is YN ?)
Infobox references

Camphene is used in the preparation of fragrances and as a food additive for flavoring. These include isobornyl acetate.

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