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

• ChemBase ID: 149517
• Molecular Formular: C24H23NO3
• Molecular Mass: 373.44432
• Monoisotopic Mass: 373.1677936
• SMILES: C[C@@H](c1ccccc1)N([C@@H](C)c1ccccc1)C(=O)c1ccccc1C(=O)O
• Canonical SMILES: C[C@H](N(C(=O)c1ccccc1C(=O)O)[C@H](c1ccccc1)C)c1ccccc1
• InChI: InChI=1S/C24H23NO3/c1-17(19-11-5-3-6-12-19)25(18(2)20-13-7-4-8-14-20)23(26)21-15-9-10-16-22(21)24(27)28/h3-18H,1-2H3,(H,27,28)/t17-,18-/m0/s1
• InChIKey: NCYIVOVUPRJYNJ-ROUUACIJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{bis[(1S)-1-phenylethyl]carbamoyl}benzoic acid
• IUPAC Traditional name: 2-{bis[(1S)-1-phenylethyl]carbamoyl}benzoic acid
• Synonyms: N,N-Bis[(S)-(-)-1-phenylethyl]phthalamic acid; N,N-双[(S)-(-)-1-苯基乙基]邻氨甲酰苯甲酸

Database IDs

• CAS Number: 340168-99-2
• MDL Number: MFCD00792502
• PubChem SID: 24869904; 162243682
• PubChem CID: 16213044

CALCULATED PROPERTIES

• Acid pKa: 3.652838
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 3.3665261
• LogD (pH = 7.4): 1.8870426
• Log P: 5.2109175
• Molar Refractivity: 110.2488 cm^3
• Polarizability: 42.039913 Å^3
• Polar Surface Area: 57.61 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 100-110 °C(lit.)
• Optical Rotation: [α]22/D -153°, c = 1 in chloroform

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• 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: 98%
• Linear Formula: 2-[[C6H5CH(CH3)]2NCO]C6H4CO2H

DETAILS

Sigma Aldrich - 461687

Packaging
1 g in glass bottle