adamantan-1-ol

• ChemBase编号: 85771
• 分子式: C10H16O
• 平均质量: 152.23344
• 单一同位素质量: 152.12011513
• SMILES: OC12CC3CC(C1)CC(C2)C3
• Canonical SMILES: OC12CC3CC(C2)CC(C1)C3
• InChI: InChI=1S/C10H16O/c11-10-4-7-1-8(5-10)3-9(2-7)6-10/h7-9,11H,1-6H2
• InChIKey: VLLNJDMHDJRNFK-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: adamantan-1-ol
• IUPAC传统名: 1-hydroxyadamantane
• 别名: 1-金刚醇; 1-Hydroxyadamantane; 1-Adamantanol; Adamantan-1-ol; (3s,5s,7s)-adamantan-1-ol

登记号

• CAS号: 768-95-6
• EC号: 212-202-8
• MDL号: MFCD00074729
• Beilstein号: 1903952
• PubChem SID: 162072887
• PubChem CID: 64152

理论计算性质

• Acid pKa: 19.73935
• 质子受体: 1
• 质子供体: 1
• LogD (pH = 5.5): 1.5728291
• LogD (pH = 7.4): 1.5728294
• Log P: 1.5728294
• 摩尔折射率: 43.8781 cm^3
• 极化性: 17.579895 Å^3
• 极化表面积: 20.23 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: 245-247(subl.)°C; ca 245°C subl.

安全信息

• 保存注意事项: Irritant
• RTECS编号: AU4980000
• TSCA收录: 否

产品相关信息

• 纯度: 99%

参考文献

• Carboxyl groups of amino acids have been protected as 1-adamantyl esters via the amino acid tosylate and dimethyl sulfite. The group is readily cleaved with TFA under mild conditions: Synthesis, 1355 (1996). Has also been applied in blocking the ?-carboxyl group of aspartic acid in peptide synthesis; the 1-adamantyl ester is prepared using DCC-DMAP: J. Chem. Soc., Perkin 1, 2129 (1988). See also Appendix 6.
• Thiol groups may also be protected by formation of the thioether in TFA. Cleavage is by means of Hg(II) salts: Chem. Pharm. Bull., 26, 1576 (1978).
• Reaction with Hydrogen fluoride pyridine complex, L17117, gives 1-fluoroadamantane, a general method for conversion of sec- and tert-alcohols to fluoroalkanes: Org. Synth. Coll., 6, 628 (1988).