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

• ChemBase ID: 141509
• Molecular Formular: C13H18O4
• Molecular Mass: 238.27962
• Monoisotopic Mass: 238.12050906
• SMILES: C1[C@@H]2C[C@@]3(C[C@H]1C[C@](C2)(C3)C(=O)O)CC(=O)O
• Canonical SMILES: OC(=O)C[C@]12C[C@@H]3C[C@H](C1)C[C@](C2)(C3)C(=O)O
• InChI: InChI=1S/C13H18O4/c14-10(15)6-12-2-8-1-9(3-12)5-13(4-8,7-12)11(16)17/h8-9H,1-7H2,(H,14,15)(H,16,17)/t8-,9+,12-,13-
• InChIKey: YQXJBYAQGPMUEP-PUKADYQLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1s,3r,5R,7S)-3-(carboxymethyl)adamantane-1-carboxylic acid
• IUPAC Traditional name: (1s,3r,5R,7S)-3-(carboxymethyl)adamantane-1-carboxylic acid
• Synonyms: 3-Carboxyadamantane-1-acetic acid; 3-羧基-1-金刚烷乙酸

Database IDs

• CAS Number: 56531-58-9
• MDL Number: MFCD00218940
• PubChem SID: 162235743
• PubChem CID: 818508

CALCULATED PROPERTIES

• Acid pKa: 4.01725
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -0.5162401
• LogD (pH = 7.4): -3.9928777
• Log P: 1.8041503
• Molar Refractivity: 59.1298 cm^3
• Polarizability: 23.588146 Å^3
• Polar Surface Area: 74.6 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 91-95 °C

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22-52/53
• Safety Statements: 61
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: 97%
• Empirical Formula (Hill Notation): C13H18O4

DETAILS

Sigma Aldrich - 687626

Packaging
1 g in glass bottle