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Key Documents

21295

Sigma-Aldrich

(−)-Camphor

purum, ≥95.0% (sum of enantiomers, GC)

Synonym(s):

(1S)-1,7,7-Trimethylbicyclo[2.2.1]heptan-2-one

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About This Item

Empirical Formula (Hill Notation):
C10H16O
CAS Number:
Molecular Weight:
152.23
Beilstein/REAXYS Number:
1907612
EC Number:
MDL number:
UNSPSC Code:
12352115
PubChem Substance ID:

grade

purum

assay

≥95.0% (sum of enantiomers, GC)

optical activity

[α]20/D −43±2°, c = 10% in ethanol

SMILES string

CC1(C)[C@H]2CC[C@]1(C)C(=O)C2

InChI

1S/C10H16O/c1-9(2)7-4-5-10(9,3)8(11)6-7/h7H,4-6H2,1-3H3/t7-,10+/m0/s1

InChI key

DSSYKIVIOFKYAU-OIBJUYFYSA-N

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Other Notes

(-)-Camphor can be employed analogously to the natural (+)-camphor. Specific syntheses starting with (-)-camphor include the preparation of (-)-laurolenic acid; analogues of cis-sativenediol and helminthosporal; intermediates for the enantiospecific total synthesis of steroids; and of vitamin B-12

pictograms

FlameExclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Flam. Sol. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

4.1B - Flammable solid hazardous materials

wgk_germany

WGK 1

flash_point_f

149.0 °F - closed cup

flash_point_c

65 °C - closed cup

ppe

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


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W.L. Meyer et al.
The Journal of Organic Chemistry, 42, 527-527 (1977)
M.S. Allen et al.
Journal of the Chemical Society. Chemical Communications, 112-112 (1979)
R.V. Stevens et al.
Journal of the American Chemical Society, 105, 7713-7713 (1983)
R.V. Stevens et al.
Journal of the American Chemical Society, 108, 1039-1039 (1986)
Tamera J Corte et al.
American journal of respiratory and critical care medicine, 190(2), 208-217 (2014-06-18)
Pulmonary hypertension (PH) associated with fibrotic idiopathic interstitial pneumonia (IIP; idiopathic pulmonary fibrosis and nonspecific interstitial pneumonia) confers important additional morbidity and mortality. To evaluate the safety and clinical efficacy of the dual endothelin-1 receptor antagonist bosentan in this patient

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