(1R,3r,5S,7s)-tricyclo[3.3.1.03,7]nonane-3-carboxylic acid

• ChemBase ID: 158656
• Molecular Formular: C10H14O2
• Molecular Mass: 166.21696
• Monoisotopic Mass: 166.09937969
• SMILES: C1[C@@H]2C[C@@H]3C[C@H]1C[C@@]3(C2)C(=O)O
• Canonical SMILES: OC(=O)[C@]12C[C@H]3C[C@@H]2C[C@@H](C1)C3
• InChI: InChI=1S/C10H14O2/c11-9(12)10-4-6-1-7(5-10)3-8(10)2-6/h6-8H,1-5H2,(H,11,12)/t6-,7+,8-,10-
• InChIKey: RXUUYFUQAGICCD-WZXRXUJPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,3r,5S,7s)-tricyclo[3.3.1.0^3,^7]nonane-3-carboxylic acid
• IUPAC Traditional name: (1R,3r,5S,7s)-tricyclo[3.3.1.0^3,^7]nonane-3-carboxylic acid
• Synonyms: 3-Noradamantanecarboxylic acid

Database IDs

• CAS Number: 16200-53-6
• MDL Number: MFCD00213463
• PubChem SID: 24856695; 162252792
• PubChem CID: 11887834

CALCULATED PROPERTIES

• Acid pKa: 4.5454574
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 0.93609154
• LogD (pH = 7.4): -0.8366595
• Log P: 1.9352076
• Molar Refractivity: 43.7873 cm^3
• Polarizability: 17.487417 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 105-107 °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): C10H14O2

DETAILS

Sigma Aldrich - 276235

Application
Building block for "Anti-Bredt"strained molecules.1
Packaging
1 g in glass bottle
250 mg in glass bottle