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456055

Sigma-Aldrich

Camphene

95%

Synonym(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

Empirical Formula (Hill Notation):
C10H16
CAS Number:
79-92-5
Molecular Weight:
136.23
EC Number:
201-234-8
MDL number:
MFCD00066603
UNSPSC Code:
12352100
PubChem Substance ID:
24869106
NACRES:
NA.22

Quality Level

100

Assay

95%

form

solid

bp

159-160 °C (lit.)

mp

48-52 °C (lit.)

density

0.85 g/mL at 25 °C (lit.)

SMILES string

[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

InChI key

CRPUJAZIXJMDBK-DTWKUNHWSA-N

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General description

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.

Signal Word

Danger

Hazard Statements

H228,H319,H410

Hazard Classifications

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

Storage Class Code

4.1B - Flammable solid hazardous materials

WGK

WGK 2

Flash Point(F)

78.8 °F - DIN 51755 Part 1

Flash Point(C)

26 °C - DIN 51755 Part 1

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCH6072
MKCG2794
MKCG3032
MKCG3104
MKCF5104

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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)
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
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
A Sunesson et al.
Applied and environmental microbiology, 61(8), 2911-2918 (1995-08-01)
Five fungal species, Aspergillus versicolor, Penicillium commune, Cladosporium cladosporioides, Paecilomyces variotii, and Phialophora fastigiata, were cultivated on two media, malt extract agar and dichloran glycerol agar. Culture flasks provided with inlet and outlet tubes were used and purified, and humidified
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Protocols

Essential Oil on SLB®-5ms

-Pinocarveol; Menthol; (+)-Terpinen-4-ol; α-Terpineol; (±)-α-Terpinyl acetate, predominantly α-isomer; Germacrene D

GC Analysis of Peppermint Essential Oil on SLB®-IL59

Cymene; 4,5,6,7-Tetrahydro-3,6-dimethylbenzofuran; Linalool; Menthol; Menthone; Menthyl acetate; Germacrene D; Bicyclogermacrene; Thymol

GC Analysis of Lemon Essential Oil on SLB®-IL59, 3 °C/min Oven Ramp

-α-Bergamotene; β-Bisabolene; α-Terpineol; Neryl acetate; Geranyl acetate; Neral; Geranial

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

-3,7-Dimethyl-2,6-octadien-1-ol; Neral; Geraniol; Geranial; Undecanal; Citronellyl acetate; Neryl acetate; 3,7-Dimethyl-2,6-octadienyl acetate; 1-Tetradecene; Tetradecane; α-Bisabolol

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