2-{[(1S)-1-phenylethyl]carbamoyl}benzoic acid

• ChemBase ID: 150813
• Molecular Formular: C16H15NO3
• Molecular Mass: 269.2952
• Monoisotopic Mass: 269.10519335
• SMILES: C[C@@H](c1ccccc1)NC(=O)c1ccccc1C(=O)O
• Canonical SMILES: C[C@@H](c1ccccc1)NC(=O)c1ccccc1C(=O)O
• InChI: InChI=1S/C16H15NO3/c1-11(12-7-3-2-4-8-12)17-15(18)13-9-5-6-10-14(13)16(19)20/h2-11H,1H3,(H,17,18)(H,19,20)/t11-/m0/s1
• InChIKey: VCFKXWGKKDZMPO-NSHDSACASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{[(1S)-1-phenylethyl]carbamoyl}benzoic acid
• IUPAC Traditional name: 2-{[(1S)-1-phenylethyl]carbamoyl}benzoic acid
• Synonyms: (S)-(-)-N-(α-Methylbenzyl)phthalamic acid; (S)-(-)-N-(α-Methylbenzyl)phthalic acid monoamide; (S)-(-)-N-(1-Phenylethyl)phthalamic acid; (S)-(-)-N-(1-Phenylethyl)phthalamic acid; (S)-(-)-N-(alpha-Methylbenzyl)phthalamic acid; (S)-(-)-2-(1-Phenylethylcarbamoyl)benzoic acid; (S)-(-)-N-(α-甲基苄基)邻氨甲酰苯甲酸; (S)-(-)-N-(α-甲基苄基)酞氨酸; (S)-(-)-N-(1-苯乙基)邻羧基苯甲酰胺

Database IDs

• CAS Number: 21752-36-3
• EC Number: 244-571-6
• MDL Number: MFCD00013979
• Beilstein Number: 3210897
• PubChem SID: 24869858; 162244973
• PubChem CID: 89037

CALCULATED PROPERTIES

• Acid pKa: 3.6622114
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 1.010874
• LogD (pH = 7.4): -0.4741156
• Log P: 2.8461933
• Molar Refractivity: 76.3207 cm^3
• Polarizability: 28.760199 Å^3
• Polar Surface Area: 66.4 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 130-135 °C(lit.); 130-135°C
• Optical Rotation: [α]24/D -46°, c = 2 in ethanol; -46 (c=2 in ethanol)

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36; 26-37-60
• TSCA Listed: 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 97%
• Linear Formula: 2-[C6H5CH(CH3)NHCO]C6H4CO2H

DETAILS

Sigma Aldrich - 461466

Packaging
1 g in glass bottle