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456055

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
NACRES:
NA.22
PubChem Substance ID:
24869106
UNSPSC Code:
12352100
EC Number:
201-234-8
MDL number:
MFCD00066603
Assay:
95%
Form:
solid
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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

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.

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Danger

Hazard Classifications

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

Storage Class

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

ppe

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

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Certificates of Analysis (COA)

Lot/Batch Number
11531JJ
09003CJ
05231TH
18503DE
06103PC

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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
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