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272078

Sigma-Aldrich

(1S)-(+)-Camphorquinone

99%

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Synonym(s):
(1S)-(+)-Bornanedione
Empirical Formula (Hill Notation):
C10H14O2
CAS Number:
Molecular Weight:
166.22
Beilstein/REAXYS Number:
2613999
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

99%

optical activity

[α]20/D +100°, c = 1.9 in toluene

mp

197-201 °C (lit.)

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+/m0/s1

InChI key

VNQXSTWCDUXYEZ-QUBYGPBYSA-N

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This Item
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vibrant-m

272078

(1S)-(+)-Camphorquinone

vibrant-m

421804

(1S,2S)-trans-1,2-Cyclohexanediol

vibrant-m

282367

(1S,2S,3R,5S)-(+)-Pinanediol

vibrant-m

276286

(1R)-(−)-Camphorquinone

Quality Level

100

Quality Level

200

Quality Level

200

Quality Level

100

mp

197-201 °C (lit.)

mp

107-109 °C (lit.)

mp

57-59 °C (lit.)

mp

200-203 °C (lit.)

optical activity

[α]20/D +100°, c = 1.9 in toluene

optical activity

[α]20/D +39°, c = 1.6 in H2O

optical activity

[α]20/D +8.5°, c = 6.5 in toluene

optical activity

[α]20/D −101°, c = 2 in toluene

Application

Bioreduction of quinones and other ketones by red algae.
Chiral starting material.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Vesna Miletic et al.
Journal of dentistry, 40(2), 106-113 (2011-11-19)
To determine the degree of conversion (DC) over 48 h post-curing of resin mixtures containing trimethylbenzoyl-diphenylphosphine oxide (TPO) initiator cured by a polywave or a monowave LED light-curing unit (LCU). In resin mixtures based on equal weight percent (wt%) of
Dong-Hee Shin et al.
Photomedicine and laser surgery, 29(8), 545-550 (2011-03-23)
This study evaluated the effectiveness of the diode-pumped solid state (DPSS) laser as a light source for light-curing dental resin composites. A DPSS laser of 473  nm may be useful because of its match with the absorption peak of camphorquinone
Maria Rosaria di Nunzio et al.
The journal of physical chemistry. A, 113(34), 9424-9433 (2009-08-07)
In this article, we report a study on the singlet and triplet excited-state properties of a spirooxazine (1,3-dihydro-3,3-dimethyl-1-isobutyl-6'-(2,3-dihydro-1H-indol-1-yl)spiro[2H-indole-2,3'-3H-naphtho[2,1-b][1,4]oxazine]). The singlet state of this molecule is photoreactive: upon UV light stimulation, it produces a colored merocyanine that thermally reverts to the
Emerson H Silva et al.
Indian journal of dental research : official publication of Indian Society for Dental Research, 22(6), 790-794 (2012-04-10)
The purpose of this paper was to evaluate the influence of different light curing units on the conversion of four composite resins with different compositions (Durafill VS - Heraeus-Kulzer, Tetric Ceram - Ivoclar/Vivadent, Filtek Supreme XT - 3M ESPE e
Ivonne Lammers et al.
Analytical chemistry, 82(22), 9410-9417 (2010-10-23)
The sensitivity of enantioselective cyclodextrin-induced room-temperature phosphorescence detection of camphorquinone (CQ) is enhanced using sensitization via a donor with a high extinction coefficient. The enantiomeric distinction is based on the different phosphorescence lifetimes of (+)-CQ and (-)-CQ after their complexation

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