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Merck
CN

857300

(1R)-(+)-Camphor

98%

Synonym(s):

(+)-Camphor, (1R)-1,7,7-Trimethylbicyclo[2.2.1]heptan-2-one

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About This Item

Empirical Formula (Hill Notation):
C10H16O
CAS Number:
464-49-3
Molecular Weight:
152.23
Beilstein:
2042745
EC Number:
207-355-2
MDL number:
MFCD00064149
UNSPSC Code:
12352115
PubChem Substance ID:
24888438
NACRES:
NA.22

Key Documents

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vapor density

5.24 (vs air)

Quality Level

200

vapor pressure

4 mmHg ( 70 °C)

Assay

98%

form

powder

optical activity

[α]25/D +44.1°, c = 10 in ethanol

autoignition temp.

870 °F

expl. lim.

3.5 %

mp

179-181 °C (lit.)

functional group

ketone

SMILES string

C[C@@]1(CC2)C(C)(C)[C@H]2CC1=O

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

Related Categories

Application

(1R)-(+)-Camphor has been used as a standard during the enantioselective gas chromatography-mass spectrometry (GC-MS) analysis of the constituents of Achillea ligustica essential oil.
It may also be used to synthesize:
  • {N,N′-bis[(1R,2R,4R)-1,7,7-trimethylbicyclo[2.2.1]hept-2-yl]-1,2-ethanediamine}, a C2-symmetrical diamine
  • chiral oxazaborolidines
  • (-)-(1R,2R)-1,2-dihydroxy-3,3-dimethylnorbornane
Chiral intermediate and auxiliary.

Signal Word

Danger

Hazard Statements

H228,H315,H318,H332,H371

Hazard Classifications

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

Target Organs

Lungs

Storage Class Code

4.1B - Flammable solid hazardous materials

WGK

WGK 1

Flash Point(F)

147.2 °F - closed cup

Flash Point(C)

64 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000429626
0000429626
MKCV9875
0000241653
MKCT5496

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Asymmetric reduction of prochiral ketones using in situ generated oxazaborolidines derived from amino alcohols of (1R)-camphor as catalysts.
Santhi V and Rao JM
Tetrahedron Asymmetry, 11(17), 3553-3560 (2000)
Synthesis of homochiral 1, 2-diols from (-)-fenchone and (+)-camphor.
Martinez AG, et al.
Tetrahedron Asymmetry, 5(7), 1373-1376 (1994)
Synthesis of C 2-symmetrical diamine based on (1R)-(+)-camphor and application to oxidative aryl coupling of naphthols.
Caselli A, et al.
Tetrahedron Asymmetry, 14(11), 1451-1454 (2003)
The Journal of Organic Chemistry, 56, 1185-1185 (1991)
Synthetic Communications, 23, 437-437 (1993)
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Chromatograms

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