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Key Documents

276286

Sigma-Aldrich

(1R)-(-)-樟脑醌

99%

同義詞:

(1R)-(-)-2,3-莰烷二酮, 2,3-莰烷二酮

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About This Item

經驗公式(希爾表示法):
C10H14O2
CAS號碼:
分子量::
166.22
Beilstein:
2327696
MDL號碼:
分類程式碼代碼:
12352115
PubChem物質ID:
NACRES:
NA.22

品質等級

化驗

99%

光學活性

[α]20/D −101°, c = 2 in toluene

mp

200-203 °C (lit.)

SMILES 字串

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 密鑰

VNQXSTWCDUXYEZ-LDWIPMOCSA-N

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應用

(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.

象形圖

Exclamation markHealth hazard

訊號詞

Danger

危險聲明

危險分類

Acute Tox. 4 Oral - Resp. Sens. 1

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable

個人防護裝備

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


分析證明 (COA)

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Stereoselective reduction of ketones by various vegetables
Utsukihara T, et al.
Journal of Molecular Catalysis. B, Enzymatic, 41(3-4), 103-109 (2006)
Masaharu Sugiura et al.
Journal of the American Chemical Society, 128(34), 11038-11039 (2006-08-24)
A camphorquinone-derived chiral homoallylic amine was found to react with various aldehydes via imine formation and asymmetric 2-azonia-Cope rearrangement to give optically active homoallylic primary amines. A practical level of enantioselectivity with high functional group tolerance has been attained in
Angel M Montaña et al.
Bioorganic & medicinal chemistry, 16(4), 1721-1737 (2007-11-27)
The platinum(II) complex cis-[(1S,2R,3S)-1,7,7-trimethylbicyclo[2.2.1]heptane-2,3-diamine]dichloroplatinum(II) (1) and its enantiomer (2) have been synthesized and physically and spectroscopically characterized. To obtain the enantiopure complexes the chiral pool approach was applied. The synthetic pathway has four steps, starting from (+/-)-diphenylethylenediamine (DPEDA) (3) and
Tetrahedron Asymmetry, 17, 1179-1179 (2006)
Jan Hintzpeter et al.
FASEB journal : official publication of the Federation of American Societies for Experimental Biology, 29(1), 263-273 (2014-11-08)
The purpose of this study was to investigate the origin and function of the aldo-keto reductase (AKR) superfamily as enzymes involved in the detoxification of xenobiotics. We used the cyanobacterium Synechocystis sp. PCC 6803 as a model organism and sequence

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