(1S,2R,3R,4R,6S)-5-oxotricyclo[2.2.1.02,6]heptane-3-carboxylic acid

• ChemBase ID: 146108
• Molecular Formular: C8H8O3
• Molecular Mass: 152.14732
• Monoisotopic Mass: 152.04734412
• SMILES: C1[C@H]2[C@@H]3[C@H]2C(=O)[C@H]1[C@@H]3C(=O)O
• Canonical SMILES: OC(=O)[C@H]1[C@H]2C[C@H]3[C@@H]1[C@H]3C2=O
• InChI: InChI=1S/C8H8O3/c9-7-3-1-2-4(5(2)7)6(3)8(10)11/h2-6H,1H2,(H,10,11)/t2-,3+,4+,5-,6-/m0/s1
• InChIKey: YUOZAHBGIJALKD-KGJVWPDLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,3R,4R,6S)-5-oxotricyclo[2.2.1.0^2,^6]heptane-3-carboxylic acid
• IUPAC Traditional name: (1S,2R,3R,4R,6S)-5-oxotricyclo[2.2.1.0^2,^6]heptane-3-carboxylic acid
• Synonyms: anti-3-Oxotricyclo[2.2.1.02,6]heptane-7-carboxylic acid; 反-3-氧代三环[2.2.1.02,6]庚烷-7-羧酸

Database IDs

• CAS Number: 50703-32-7
• PubChem SID: 162240307; 24859341
• PubChem CID: 11829639

CALCULATED PROPERTIES

• Acid pKa: 3.9638386
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -1.4344375
• LogD (pH = 7.4): -3.069651
• Log P: 0.109791726
• Molar Refractivity: 35.3261 cm^3
• Polarizability: 13.96789 Å^3
• Polar Surface Area: 54.37 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 139-145 °C(lit.)

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: 97%
• Empirical Formula (Hill Notation): C8H8O3

DETAILS

Sigma Aldrich - 322857

Packaging
1 g in glass bottle
250 mg in glass bottle