(1R,2S)-2-benzamidocyclohexane-1-carboxylic acid

• ChemBase ID: 136823
• Molecular Formular: C14H17NO3
• Molecular Mass: 247.28968
• Monoisotopic Mass: 247.12084341
• SMILES: c1ccc(cc1)C(=O)N[C@H]1CCCC[C@H]1C(=O)O
• Canonical SMILES: OC(=O)[C@@H]1CCCC[C@@H]1NC(=O)c1ccccc1
• InChI: InChI=1S/C14H17NO3/c16-13(10-6-2-1-3-7-10)15-12-9-5-4-8-11(12)14(17)18/h1-3,6-7,11-12H,4-5,8-9H2,(H,15,16)(H,17,18)/t11-,12+/m1/s1
• InChIKey: PUANNVQABXUYKU-NEPJUHHUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,2S)-2-benzamidocyclohexane-1-carboxylic acid
• IUPAC Traditional name: (1R,2S)-2-benzamidocyclohexane-1-carboxylic acid
• Synonyms: (1R,2S)-2-(Benzoylamino)cyclohexanecarboxylic acid; (1R,2S)-(-)-2-Benzamidocyclohexanecarboxylic acid; (1R,2S)-2-苯甲酰胺环己烷羧酸; (1R,2S)-(-)-2-苄胺基环己基羧酸

Database IDs

• CAS Number: 26693-55-0
• MDL Number: MFCD00078309
• PubChem SID: 24880418; 162231091
• PubChem CID: 1268226

CALCULATED PROPERTIES

• Acid pKa: 4.259487
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 0.96290493
• LogD (pH = 7.4): -0.7666446
• Log P: 2.2254846
• Molar Refractivity: 67.1332 cm^3
• Polarizability: 25.849415 Å^3
• Polar Surface Area: 66.4 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 205-209 °C(lit.)
• Optical Rotation: [α]20/D -34°, c = 1% in chloroform

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): C14H17 NO3