(2R)-2-(benzylamino)-2-phenylethan-1-ol

• ChemBase ID: 150803
• Molecular Formular: C15H17NO
• Molecular Mass: 227.30158
• Monoisotopic Mass: 227.13101417
• SMILES: c1ccc(cc1)CN[C@@H](CO)c1ccccc1
• Canonical SMILES: OC[C@@H](c1ccccc1)NCc1ccccc1
• InChI: InChI=1S/C15H17NO/c17-12-15(14-9-5-2-6-10-14)16-11-13-7-3-1-4-8-13/h1-10,15-17H,11-12H2/t15-/m0/s1
• InChIKey: FTFBWZQHBTVPEO-HNNXBMFYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-(benzylamino)-2-phenylethan-1-ol
• IUPAC Traditional name: (2R)-2-(benzylamino)-2-phenylethanol
• Synonyms: (R)-(-)-N-Benzyl-2-phenylglycinol; (R)-(-)-N-苄基-2-苯甘氨醇

Database IDs

• CAS Number: 14231-57-3
• MDL Number: MFCD00674035
• PubChem SID: 162244963; 24869393
• PubChem CID: 10656907

CALCULATED PROPERTIES

• Acid pKa: 15.026583
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): -0.25907102
• LogD (pH = 7.4): 1.3699236
• Log P: 2.625733
• Molar Refractivity: 69.8811 cm^3
• Polarizability: 27.64069 Å^3
• Polar Surface Area: 32.26 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 87-90 °C(lit.)
• Optical Rotation: [α]21/D -80°, c = 0.85 in ethanol

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: C6H5CH2NHCH(C6H5)CH2OH

DETAILS

Sigma Aldrich - 457760

Application
Used for the asymmetric synthesis of α-amino phosphonic acids.1 Starting material for a practical route to optically pure β-substituted amines.2
Packaging
1, 5 g in glass bottle