(1r,3s,5R,7S)-3-hydroxyadamantane-1-carboxylic acid

• ChemBase ID: 140667
• Molecular Formular: C11H16O3
• Molecular Mass: 196.24294
• Monoisotopic Mass: 196.10994437
• SMILES: C1[C@@H]2C[C@@]3(C[C@H]1C[C@](C2)(C3)O)C(=O)O
• Canonical SMILES: OC(=O)[C@]12C[C@@H]3C[C@H](C1)C[C@](C2)(C3)O
• InChI: InChI=1S/C11H16O3/c12-9(13)10-2-7-1-8(3-10)5-11(14,4-7)6-10/h7-8,14H,1-6H2,(H,12,13)/t7-,8+,10+,11-
• InChIKey: CJJMAWPEZKYJAP-YDRMRZIKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1r,3s,5R,7S)-3-hydroxyadamantane-1-carboxylic acid
• IUPAC Traditional name: (1r,3s,5R,7S)-3-hydroxyadamantane-1-carboxylic acid
• Synonyms: 1-Carboxy-3-adamantanol; 3-Carboxy-1-hydroxyadamantane; 3-Hydroxytricyclo[3.3.1.13,7]decane-1-carboxylic acid; 3-Hydroxyadamantane-1-carboxylic acid; 1-羧基-3-金刚烷醇; 3-羟基三环[3.3.1.13,7]癸烷-1-羧酸; 3-羟基-1-金刚烷甲酸; 3-羟基金刚烷-1-羧酸

Database IDs

• CAS Number: 42711-75-1
• MDL Number: MFCD00193929
• PubChem SID: 162234908; 24885447
• PubChem CID: 677006

CALCULATED PROPERTIES

• Acid pKa: 4.4167852
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -0.051547166
• LogD (pH = 7.4): -1.8104368
• Log P: 1.0645691
• Molar Refractivity: 50.0704 cm^3
• Polarizability: 19.976152 Å^3
• Polar Surface Area: 57.53 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 203-207 °C

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 97%
• Empirical Formula (Hill Notation): C11H16O3

DETAILS

Sigma Aldrich - 678708

Packaging
1 g in glass bottle