1-azabicyclo[2.2.2]octan-3-ol

• ChemBase编号: 91071
• 分子式: C7H13NO
• 平均质量: 127.18422
• 单一同位素质量: 127.09971404
• SMILES: N12CCC(C(C1)O)CC2
• Canonical SMILES: OC1CN2CCC1CC2
• InChI: InChI=1S/C7H13NO/c9-7-5-8-3-1-6(7)2-4-8/h6-7,9H,1-5H2
• InChIKey: IVLICPVPXWEGCA-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 1-azabicyclo[2.2.2]octan-3-ol
• IUPAC传统名: 1-azabicyclo 2.2.2 octan-3-ol
• 别名: 3-喹核醇; Quinuclidin-3-ol; 1-Azabicyclo[2.2.2]octan-3-ol; 3-Hydroxyquinuclidine 98%; 3-Quinuclidinol; 3-HYDROXYQUINUCLIDINE; 3-Hydroxyquinuclidine; 3-Quinuclidinol; 1-azabicyclo[2.2.2]octan-3-ol

登记号

• CAS号: 1619-34-7
• EC号: 216-578-4
• MDL号: MFCD00151326
• Beilstein号: 104327
• 默克索引号: 148082
• PubChem SID: 162077775
• PubChem CID: 15381

理论计算性质

• Acid pKa: 14.57555
• 质子受体: 2
• 质子供体: 1
• LogD (pH = 5.5): -3.391622
• LogD (pH = 7.4): -1.8484352
• Log P: -0.14292806
• 摩尔折射率: 36.2316 cm^3
• 极化性: 14.310322 Å^3
• 极化表面积: 23.47 Å^2
• 可自由旋转的化学键: 0
• 里宾斯基五规则: true

分子性质

理化性质

• 熔点: 217-224°C; 220-223°C; 223 - 224°C
• 疏水性(logP): -0.159

安全信息

• 保存条件: Room Temperature (15-30°C)
• 保存注意事项: Air Sensitive; Corrosive/Air Sensitive/Store under Argon
• RTECS编号: VD6191700
• 欧盟危险性物质标志: 腐蚀性(Corrosive) (C)
• 联合国危险货物编号: UN3263
• 联合国危险货物等级: 8
• 联合国危险货物包装类别(PG): III
• 危险公开号: 34; R:34
• 安全公开号: 26-36/37/39-45; S:26-27/28-36/37/39-46-64
• TSCA收录: 是
• GHS危险品标识: GHS05
• GHS危险声明: H314-H318
• GHS警示性声明: P260-P303+P361+P353-P305+P351+P338-P301+P330+P331-P405-P501A

产品相关信息

• 纯度: 95%; 98+%

详细说明

MP Biomedicals - 02151313

Crystalline

参考文献

• Reagent for selective cleavage of ?-keto esters to ketones in high yield: Synth. Commun., 5, 341 (1975). Geminal diesters are converted to monoesters in high yield under similar conditions: J. Org. Chem., 41, 208 (1976).
• Superior catalyst for the Baylis-Hillman reaction: the addition of acrylic esters to aldehydes, often very slow (4-7 days) with the usual catalyst 1,4-Diazabicyclo[2.2.2]octane, A14003, is much faster (<1 day) in the presence of quinuclidinol: Synth. Commun., 18, 495 (1988); Tetrahedron Lett., 32, 5611 (1991). For more recent discussion and methodology, see: J. Org. Chem., 67, 510 (2002); 68, 692 (2003). For reviews of the Baylis-Hillman reaction, see: Tetrahedron, 44, 4653 (1988); 52, 8001 (1996). The rate of addition of enones to aldehydes is similarly enhanced: Synth. Commun., 18, 495 (1988); 19, 959 (1989).