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(1R)-(−)-Camphorquinone

Name: (1<I>R</I>)-(−)-Camphorquinone
Brand: ALDRICH

99%

Synonym(s):

(1R)-(−)-2,3-Bornanedione, 2,3-Bornanedione

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About This Item

Empirical Formula (Hill Notation):

C₁₀H₁₄O₂

CAS Number:

10334-26-6

Molecular Weight:

166.22

UNSPSC Code:

12352115

NACRES:

NA.22

PubChem Substance ID:

24856697

MDL number:

MFCD00082863

Beilstein/REAXYS Number:

2327696

Assay:

99%

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Properties

Quality Segment

100

assay

99%

optical activity

[α]20/D −101°, c = 2 in toluene

mp

200-203 °C (lit.)

functional group

ketone

SMILES string

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

InChI

1S/C10H14O2/c1-9(2)6-4-5-10(9,3)8(12)7(6)11/h6H,4-5H2,1-3H3/t6-,10+/m1/s1

InChI key

VNQXSTWCDUXYEZ-LDWIPMOCSA-N

Description

Application

(1R)-(−)-Camphorquinone can be used as a chiral starting material for the preparation of:

α-Hydroxycamphors by selective reduction of keto groups using various vegetables.
Camphor-1,2-diamine platinum(II) complexes for DNA interaction studies.
Camphoric anhydride by unsensitized photo-oxidation in the presence of oxygen and polar solvents.
Camphorquinone-based chiral homoallylic amine, which is reacted with aldehydes to produce homoallylic primary amines via imine formation followed by 2-azonia-Cope rearrangement.

pictograms

GHS08,GHS07

signalword

Danger

hcodes

H302,H334

pcodes

P261 - P264 - P270 - P284 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral - Resp. Sens. 1

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

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