Camphene

Camphene
Compound Structure:
Synonyms: CAMPHENE;79-92-5;Comphene;2,2-Dimethyl-3-methylenenorbornane;(+/-)-Camphene;3,3-Dimethyl-2-methylenenorbornane;3,3-Dimethyl-2-methylenenorcamphane;2,2-dimethyl-3-methylidenebicyclo[2.2.1]heptane;DL-Camphene
Compound ID: NMPC-717
PubChem ID:

6616

Molecular Formula: C10H16
Canonical SMILES: CC1(C2CCC(C2)C1=C)C
InChIKey: CRPUJAZIXJMDBK-UHFFFAOYSA-N
About the compound:

Camphene, a bicyclic organic compound, is recognized as one of the most common monoterpenes. Like other terpenes, it possesses several distinctive properties: it is insoluble in water, highly flammable, colorless, and emits a pungent smell. In nature, camphene is found as a minor constituent in various essential oils, including those from turpentine, cypress, camphor, citronella, neroli, ginger, valerian, and even in some fruit like mango. In industrial settings, camphene is typically produced through the isomerization of alpha-pinene, a more prevalent terpene. This process often involves using a solid acid catalyst, such as titanium dioxide, to facilitate the chemical transformation. Camphene's applications are diverse. It is primarily used in the creation of fragrances, leveraging its unique scent profile. Additionally, it finds use as a food additive, where it is utilized for flavoring purposes. An example of a fragrance ingredient derived from camphene is isobornyl acetate. This versatility in applications, from perfumery to food flavoring, highlights the importance of camphene in various commercial and industrial products.

GHS Hazard Statements

H228 (94.95%): Flammable solid [Danger Flammable solids]

H304 (62.2%): May be fatal if swallowed and enters airways [Danger Aspiration hazard]

H319 (99.86%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]

H400 (87.94%): Very toxic to aquatic life [Warning Hazardous to the aquatic environment, acute hazard]

H410 (99.86%): Very toxic to aquatic life with long lasting effects [Warning Hazardous to the aquatic environment, long-term hazard]

First Aid

INHALATION: move victim to fresh air; call physician immediately.

EYES: flush immediately with clean, cool water; call physician immediately.

SKIN: wash with alcohol, follow with soap and water wash. (USCG, 1999)

U.S. Coast Guard. 1999. Chemical Hazard Response Information System (CHRIS) - Hazardous Chemical Data. Commandant Instruction 16465.12C. Washington, D.C.: U.S. Government Printing Office.

Properties:

Chemical and Physical Properties

Property Name

Property Value

Molecular Weight

136.23 g/mol

XLogP3-AA

3.3

Hydrogen Bond Donor Count

0

Hydrogen Bond Acceptor Count

0

Rotatable Bond Count

0

Exact Mass

136.125200510 g/mol

Monoisotopic Mass

136.125200510 g/mol

Topological Polar Surface Area

0Ų

Heavy Atom Count

10

Formal Charge

0

Complexity

177

Isotope Atom Count

0

Defined Atom Stereocenter Count

0

Undefined Atom Stereocenter Count

2

Defined Bond Stereocenter Count

0

Undefined Bond Stereocenter Count

0

Covalently-Bonded Unit Count

1

Compound Is Canonicalized

Yes

Physical Description

Camphene appears as a colorless to white crystalline solid with an insipid camphor-like odor. Dust and crystals are irritants to the eyes, nose and throat. Emits flammable vapors when heated. Emits acrid smoke and irritating fumes at high temperature. Used for the manufacture of synthetic camphor.

Boiling Point

156-160 °C

Melting Point

52 °C

Density

0.839 g/mL at 20 °C

Source: PubChem

Source Species: Gongronema latifolium
Heeria insignis
Monodora myristica
Monodora tenuifolia
Tithonia diversifolia
Cymbopogon citratus
Zingiber officinale
Tithonia rotundifolia
Araucaria cunninghamii
Eucalyptus cloeziana
Brachystegia eurycoma
Eucalyptus tereticornis
Hyparrhenia rufa
Tagetes erecta
Taxodium distichum
Eucalyptus torelliana
Morinda lucida
Download SDF