276286
(1R)-(-)-樟脑醌
99%
别名:
(1R)-(-)-2,3-莰烷二酮, 2,3-莰烷二酮
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关于此项目
经验公式（希尔记法）:
C10H14O2
化学文摘社编号:
分子量:
166.22
UNSPSC Code:
12352115
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
2327696
产品名称
(1R)-(-)-樟脑醌, 99%
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
SMILES string
CC1(C)[C@@H]2CC[C@@]1(C)C(=O)C2=O
InChI key
VNQXSTWCDUXYEZ-LDWIPMOCSA-N
assay
99%
optical activity
[α]20/D −101°, c = 2 in toluene
mp
200-203 °C (lit.)
functional group
ketone
Quality Level
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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.
signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 4 Oral - Resp. Sens. 1
存储类别
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
Synthesis of camphoric anhydride via unsensitized photo-oxidation of camphorquinone
Shun-Jun J, et al.
Synthetic Communications, 32(11), 1659-1663 (2002)
Enantioselective transfer aminoallylation: synthesis of optically active homoallylic primary amines.
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
Stereoselective reduction of ketones by various vegetables
Utsukihara T, et al.
Journal of Molecular Catalysis. B, Enzymatic, 41(3-4), 103-109 (2006)
Tetrahedron Asymmetry, 17, 1179-1179 (2006)
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