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

• ChemBase ID: 141790
• 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+/m0/s1
• InChIKey: PUANNVQABXUYKU-NWDGAFQWSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 26685-82-5
• MDL Number: MFCD00078300
• Beilstein Number: 4946668
• PubChem SID: 162236024; 24880419
• PubChem CID: 1268229

CALCULATED PROPERTIES

• Acid pKa: 4.259469
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 0.962906
• 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: 205-206°C; 205-209 °C(lit.)
• Optical Rotation: [α]20/D +34°, c = 1% in chloroform; +36.5 (c=0.5 in ethanol)

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-37-60
• TSCA Listed: 否
• GHS Pictograms: GHS07
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: 97%; 98%
• Empirical Formula (Hill Notation): C14H17NO3

DETAILS

Sigma Aldrich - 568104

Packaging
1 g in glass bottle