(S)-{5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl}(quinolin-4-yl)methanol

• ChemBase编号: 295452
• 分子式: C19H22N2O
• 平均质量: 294.39078
• 单一同位素质量: 294.17321333
• SMILES: C=CC1CN2CCC1CC2[C@H](c1ccnc2c1cccc2)O
• Canonical SMILES: C=CC1CN2CCC1CC2[C@H](c1ccnc2c1cccc2)O
• InChI: InChI=1S/C19H22N2O/c1-2-13-12-21-10-8-14(13)11-18(21)19(22)16-7-9-20-17-6-4-3-5-15(16)17/h2-7,9,13-14,18-19,22H,1,8,10-12H2/t13?,14?,18?,19-/m0/s1
• InChIKey: KMPWYEUPVWOPIM-QHQSXHFQSA-N

名称和登记号

名称

• IUPAC标准名: (S)-{5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl}(quinolin-4-yl)methanol
• IUPAC传统名: cinchonine
• 别名: (+)-辛可宁; (+)-Cinchonine

登记号

• CAS号: 118-10-5
• EC号: 204-234-6
• MDL号: MFCD00064372
• Beilstein号: 89689
• 默克索引号: 142287
• PubChem SID: 180680983
• PubChem CID: 8350

理论计算性质

• Acid pKa: 13.8773155
• 质子受体: 3
• 质子供体: 1
• LogD (pH = 5.5): -0.60487753
• LogD (pH = 7.4): 0.92435837
• Log P: 2.6711352
• 摩尔折射率: 88.2304 cm^3
• 极化性: 35.8717 Å^3
• 极化表面积: 36.36 Å^2
• 可自由旋转的化学键: 3
• 里宾斯基五规则: true

分子性质

理化性质

• 熔点: 253-258°C
• 比旋光度: +225 (c=0.5 in ethanol)

安全信息

• 保存注意事项: Light Sensitive
• RTECS编号: GD3500000
• 欧盟危险性物质标志: X
• 危险公开号: 22
• 安全公开号: 36
• TSCA收录: 是
• GHS危险品标识: GHS06
• GHS危险声明: H301
• GHS警示性声明: P264-P270-P301+P310-P321-P405-P501A

产品相关信息

• 纯度: 98+%, cont. up to 3% quinidine/dihydroquinidine and 3% quinine/dihydroquinine

参考文献

• Resolving agent for chiral acids. For practical details for use in the resolution of 1,1'-bi(2-naphthol) via the cyclic phosphate ester, see: Org. Synth. Coll., 8, 50 (1993).