Camphene

Camphene^[1][2]

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 (no longer recommended)
Identifiers
CAS Number	79-92-5 Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:3830 Y
ChemSpider	6364 Y
ECHA InfoCard	100.001.123
EC Number	201-234-8
KEGG	C06076 Y
PubChem CID	6616
UNII	G3VG94Z26E Y
InChI 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
Chemical formula	C10H16
Molar mass	136.24 g·mol−1
Appearance	Crystalline solid[3]
Density	0.842 g/cm3[3]
Melting point	51 to 52 °C (124 to 126 °F; 324 to 325 K)[3]
Boiling point	159 °C (318 °F; 432 K)[3]
Solubility in water	Practically insoluble[3]
Hazards
R-phrases (outdated)	R11 R36/37/38 R50/53
S-phrases (outdated)	S16 S26 S29 S37/39 S57
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, the chemical, not to be confused with camphine, the burning fluid lamp fuel.

Camphene is a bicyclic monoterpene. It is nearly insoluble in water, but very soluble in common organic solvents. It volatilizes readily at room temperature 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, and valerian. It is produced industrially by catalytic isomerization of the more common alpha-pinene. Camphene is used in the preparation of fragrances and as a food additive for flavoring. Its mid-19th century use as a fuel for lamps was limited by its explosiveness.

References