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20506

Sigma-Aldrich

(±)-Camphor

meets analytical specification of Ph. Eur., BP, racemic, ≥95% (GC)

Synonym(s):

1,7,7-Trimethylbicyclo[2.2.1]heptan-2-one

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About This Item

Empirical Formula (Hill Notation):
C10H16O
CAS Number:
76-22-2
Molecular Weight:
152.23
Beilstein:
1907611
EC Number:
200-945-0
MDL number:
MFCD00074738
UNSPSC Code:
12352100
PubChem Substance ID:
57647843
NACRES:
NA.22

vapor density

5.2 (vs air)

Quality Level

200

vapor pressure

4 mmHg ( 70 °C)

Assay

≥95% (GC)

optical activity

[α]20/D +0.15 to -0.15°, c = 10% in ethanol

quality

meets analytical specification of Ph. Eur., BP
racemic

expl. lim.

3.5 %

impurities

acidity or alcalinity, complies
 related subst., complies (GC)
 residual solvents, complies
 water, complies
≤0.01% halogene compounds (as Cl)
≤0.05% non-volatile matter

bp

204 °C (lit.)

mp

172-180 °C
175-177 °C (lit.)

solubility

carbon disulfide: freely soluble
hexane: freely soluble
liquid sulfur dioxide: soluble
phenol/1,2-dichlorobenzene: soluble

suitability

complies for appearance of solution
passes test for identity

application(s)

pharmaceutical (small molecule)

SMILES string

[H][C@](CC1=O)(CC2)C(C)(C)[C@]12C

InChI

1S/C10H16O/c1-9(2)7-4-5-10(9,3)8(11)6-7/h7H,4-6H2,1-3H3/t7-,10+/m1/s1

InChI key

DSSYKIVIOFKYAU-XCBNKYQSSA-N

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General description

Camphor is a crystalline ketone obtained from Cinnamomum Camphora. Its effect on sex hormone has been studied. The camphor derivatives are antiinfluenza compounds that are active against influenza viruses resistant to adamantane-based drugs.

Signal Word

Danger

Hazard Classifications

Acute Tox. 4 Inhalation - Aquatic Chronic 2 - Eye Dam. 1 - Flam. Sol. 2 - Skin Irrit. 2 - STOT SE 2 Inhalation

Storage Class Code

4.1B - Flammable solid hazardous materials

WGK

WGK 1

Flash Point(F)

147.9 °F - closed cup

Flash Point(C)

64.4 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
STBL3528
STBL3007
STBL1892
STBK2250
STBK1171

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Jan C Schöneboom et al.
Journal of the American Chemical Society, 126(12), 4017-4034 (2004-03-25)
The stereospecific cytochrome P450-catalyzed hydroxylation of the C(5)-H((5-exo)) bond in camphor has been studied theoretically by a combined quantum mechanical/molecular mechanical (QM/MM) approach. Density functional theory is employed to treat the electronic structure of the active site (40-100 atoms), while
Sima Shahabi et al.
Cell journal, 16(2), 231-234 (2014-02-26)
In some traditional therapies, it has been claimed that camphor (a crystalline ketone obtained from cinnamomum camphora) would be a suppressor of sexual behaviors and sex hormones. This study evaluated the effects of camphor on sex hormones, like luteinizing hormone
Microbiological degradation of (+)-camphor.
Bradshaw WH, et al.
Journal of the American Chemical Society, 81(20), 5507-5507 (1959)
Anastasiya S Sokolova et al.
Bioorganic & medicinal chemistry, 22(7), 2141-2148 (2014-03-19)
Influenza is a continuing world-wide public health problem that causes significant morbidity and mortality during seasonal epidemics and sporadic pandemics. The purpose of the study was synthesis and investigation of antiviral activity of camphor-based symmetric diimines and diamines. A set
New method of preparing high-porosity rapidly saliva soluble compressed tablets using mannitol with camphor, a subliming material.
Koizumi K-I, et al.
International Journal of Pharmaceutics, 152(1), 127-131 (1997)
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Chromatograms

suitable for GC

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