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456055

Sigma-Aldrich

Camphene

95%

Synonyme(s) :

(±)-Camphene, 2,2-Dimethyl-3-methylenebicyclo[2.2.1]heptane, 2,2-Dimethyl-3-methylenenorbornane, 2,2-Dimethyl-3-methylidenebicyclo[2.2.1]heptane, 2-Methylene-3,3-dimethylbicyclo[2.2.1]heptane, 3,3-Dimethyl-2-methylenenorbornane, 3,3-Dimethyl-2-methylenenorcamphane, DL-Camphene

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About This Item

Formule empirique (notation de Hill):
C10H16
Numéro CAS:
79-92-5
Poids moléculaire :
136.23
Numéro CE :
201-234-8
Numéro MDL:
MFCD00066603
Code UNSPSC :
12352100
ID de substance PubChem :
24869106
Nomenclature NACRES :
NA.22

Pureté

95%

Forme

solid

Point d'ébullition

159-160 °C (lit.)

Pf

48-52 °C (lit.)

Densité

0.85 g/mL at 25 °C (lit.)

Chaîne SMILES 

[H][C@]12CC[C@]([H])(C1)C(C)(C)C2=C

InChI

1S/C10H16/c1-7-8-4-5-9(6-8)10(7,2)3/h8-9H,1,4-6H2,2-3H3/t8-,9+/m0/s1

Clé InChI

CRPUJAZIXJMDBK-DTWKUNHWSA-N

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Catégories apparentées

Description générale

Camphene is abicyclic monoterpene and a constituent of many essential oils derived fromvarious plants such as Alpinia speciosa, Xanthium strumariumleaves, needles of Pinus uncinata, and Pinus uliginosa.(5)

Application

Camphene can be used as a reactant to synthesize:
  • Isobornyl carboxylates by silica-supported tungstophosphoric acid-catalyzed liquid-phase esterification of C2-C6 fatty acids.
  • Hydroaminated camphene via intermolecular anti-Markovnikov hydroamination reaction with N-hydroxyphthalimide and triethyl phosphite in the presence of dilauroyl peroxide as an initiator.
  • Camphene oxide via methyltrioxorhenium-catalyzed epoxidation in the presence of H2O2 as an oxidant and pyrazole as a Lewis base adduct.
  • Isobornyl alkyl ethers using alcohols via cation exchange resin-catalyzed alkoxylation.

Pictogrammes

FlameExclamation markEnvironment
GHS02,GHS07,GHS09

Mention d'avertissement

Danger

Mentions de danger

H228,H319,H410

Classification des risques

Aquatic Acute 1 - Aquatic Chronic 1 - Eye Irrit. 2 - Flam. Sol. 1

Code de la classe de stockage

4.1B - Flammable solid hazardous materials

Classe de danger pour l'eau (WGK)

WGK 2

Point d'éclair (°F)

78.8 °F - DIN 51755 Part 1

Point d'éclair (°C)

26 °C - DIN 51755 Part 1

Équipement de protection individuelle

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges

Certificats d'analyse (COA)

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Dendritic growth kinetics and structure II. Camphene.
Rubinstein ER and Glicksman ME.
Journal of Crystal Growth, 112(1), 97-110 (1991)
Radosław Bonikowski et al.
Natural product communications, 10(2), 371-373 (2015-04-30)
The compositions of mountain pine (Pinus uncinata) and peat-bog pine (P. uliginosa) needle essential oils were investigated. Enantiomeric compositions of selected monoterpene hydrocarbons were also examined. Respectively, fifty-three and seventy-six components of the essential oils were identified using GC-MS and
Lakshmi Vasireddy et al.
PloS one, 13(8), e0201835-e0201835 (2018-08-03)
Members of the Burkholderia cepacia complex (Bcc) are an important cause of opportunistic or nosocomial infections that may be hard to treat due to a high incidence of multidrug resistance. We characterised a collection of 51 clinical isolates from this
Javad Sharifi-Rad et al.
Molecules (Basel, Switzerland), 20(4), 7034-7047 (2015-04-22)
The chemical composition of the essential oil (EO) from fresh cocklebur (Xanthium strumarium L.) leaves was investigated by GC-MS. The antimicrobial activity of the EO was tested against Gram-positive and Gram-negative bacteria and fungi. Scolicidal activity was assayed against Echinococcus
Patrick Giraudeau et al.
Journal of the American Chemical Society, 131(39), 13902-13903 (2009-09-12)
The combination of ex situ dynamic nuclear polarization (DNP) with nuclear magnetic resonance (NMR) leads to signal-to-noise enhancements of 10(3)-10(4) compared to conventional NMR. Ex situ DNP, however, is ill-suited for collecting the array of transients needed in 2D NMR
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Protocoles

GC Analysis of Sweet Orange Essential Oil on SLB®-5ms (10 m x 0.10 mm I.D., 0.10 µm), Fast GC Analysis

-β-Farnesene; α-Huµlene; Germacrene D; (+)-Valencene; Bicyclogermacrene; (+)-δ-Cadinene

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