adamantan-2-ol

• ChemBase ID: 58516
• Molecular Formular: C10H16O
• Molecular Mass: 152.23344
• Monoisotopic Mass: 152.12011513
• SMILES: C1C2CC3CC1CC(C2)C3O
• Canonical SMILES: OC1C2CC3CC1CC(C2)C3
• InChI: InChI=1S/C10H16O/c11-10-8-2-6-1-7(4-8)5-9(10)3-6/h6-11H,1-5H2
• InChIKey: FOWDOWQYRZXQDP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: adamantan-2-ol
• IUPAC Traditional name: adamantan-2-ol
• Synonyms: Adamantan-2-ol; 2-Hydroxyadamantane; 2-Adamantanol; 2-金刚烷醇

Database IDs

• CAS Number: 700-57-2
• EC Number: 211-846-7
• MDL Number: MFCD00074744
• Beilstein Number: 1903957
• PubChem SID: 162063279
• PubChem CID: 64149

CALCULATED PROPERTIES

• Acid pKa: 19.289677
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 1.6572254
• LogD (pH = 7.4): 1.6572255
• Log P: 1.6572255
• Molar Refractivity: 43.7115 cm^3
• Polarizability: 17.579895 Å^3
• Polar Surface Area: 20.23 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 299-303°C(sealed tube)

Safety Information

• Storage Warning: IRRITANT
• TSCA Listed: false; 否

Product Information

• Purity: 98%

REFERENCES

• Formation of adamantyl esters has been used to block the ?-carboxyl group of aspartic acid in peptide synthesis. The 2-adamantyl ester is prepared using DCC-DMAP, is stable to TFA but can be cleaved with methanesulfonic acid: J. Chem. Soc., Perkin 1, 2129 (1988). See also Appendix 6.