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Merck
CN

279676

(1S)-(−)-Camphor

99%

Synonym(s):

(−)-Camphor, (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
UNSPSC Code:
12352115
NACRES:
NA.22
PubChem Substance ID:
EC Number:
207-354-7
Beilstein/REAXYS Number:
1907612
MDL number:
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Product Name

(1S)-(−)-Camphor, 99%

InChI key

DSSYKIVIOFKYAU-OIBJUYFYSA-N

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

SMILES string

[H][C@]12CC[C@](C)(C(=O)C1)C2(C)C

vapor density

5.24 (vs air)

vapor pressure

4 mmHg ( 70 °C)

assay

99%

optical activity

[α]20/D −43°, c = 10 in ethanol

autoignition temp.

870 °F

expl. lim.

3.5 %

bp

204 °C (lit.)

mp

177-179 °C (lit.)

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General description

(1S)-(-)-Camphor is a monoterpenoid compound found in many plant essential oils.

Application

Chiral intermediate and chiral auxiliary precursor. Used in the synthesis of high-potency sweeteners.

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

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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Journal of Agricultural and Food Chemistry, 39, 52-52 (1991)
Determination of the enantiomeric composition of (1R)(+)-and (1S)(-)-camphor in essential oils of some Lamiaceae and compositae herbs.
Flavour and Fragrance Journal, 8(4), 225-228 (1993)
The essential oil of Achillea falcata L.
Kurkcuoglu M, et al.
Flavour and Fragrance Journal, 18(3), 192-194 (2003)
Tetrahedron Letters, 32, 2339-2339 (1991)
Guangling Bian et al.
Chirality, 24(10), 825-832 (2012-06-30)
A series of new camphorsulfonylated ligands derived from chiral 2-amino-2'-hydroxy-1,1'-binaphthyl (NOBIN) and (+)-camphorsulfonic acid were synthesized by a short and simple synthetic sequence, and their enantioselective catalytic activities were assessed in the nucleophilic addition reaction of dialkylzinc reagents to aldehydes

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