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456055

Sigma-Aldrich

Camphene

95%

Sinónimos:

(±)-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

Fórmula empírica (notación de Hill):
C10H16
Número de CAS:
79-92-5
Peso molecular:
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.

signalword

Danger

Hazard Classifications

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

Storage Class

4.1B - Flammable solid hazardous materials

wgk_germany

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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Certificados de análisis (COA)

Lot/Batch Number
MKCW7368
0000188887
MKCS8585
0000258592
0000178665

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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
Dendritic growth kinetics and structure II. Camphene.
Rubinstein ER and Glicksman ME.
Journal of Crystal Growth, 112(1), 97-110 (1991)
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
Ioanna Vallianou et al.
PloS one, 6(11), e20516-e20516 (2011-11-11)
Central to the pathology of coronary heart disease is the accumulation of lipids, cholesterol and triglycerides, within the intima of arterial blood vessels. The search for drugs to treat dislipidemia, remains a major pharmaceutical focus. In this study, we evaluated
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