(2S)-2-hydroxy-1,2-diphenylethan-1-one

• ChemBase ID: 149668
• Molecular Formular: C14H12O2
• Molecular Mass: 212.24388
• Monoisotopic Mass: 212.08372962
• SMILES: c1ccc(cc1)[C@@H](C(=O)c1ccccc1)O
• Canonical SMILES: O[C@H](C(=O)c1ccccc1)c1ccccc1
• InChI: InChI=1S/C14H12O2/c15-13(11-7-3-1-4-8-11)14(16)12-9-5-2-6-10-12/h1-10,13,15H/t13-/m0/s1
• InChIKey: ISAOCJYIOMOJEB-ZDUSSCGKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-hydroxy-1,2-diphenylethan-1-one
• IUPAC Traditional name: (S)-benzoin
• Synonyms: (S)-2-Hydroxy-2-phenylacetophenone; (S)-(+)-Benzoin; (S)-2-羟基-2-苯基苯乙酮; (S)-(+)-安息香

Database IDs

• CAS Number: 5928-67-6
• MDL Number: MFCD00064252
• PubChem SID: 24855512; 162243831
• PubChem CID: 667422

CALCULATED PROPERTIES

• Acid pKa: 12.617625
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 2.6500747
• LogD (pH = 7.4): 2.650072
• Log P: 2.6500747
• Molar Refractivity: 62.5209 cm^3
• Polarizability: 24.280083 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 135-137 °C(lit.)
• Optical Rotation: [α]19/D +115°, c = 1.5 in acetone

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: 99%
• Optical Purity: ee: 99% (HPLC)
• Linear Formula: C6H5CH(OH)COC6H5

DETAILS

Sigma Aldrich - 256250

Application
Chiral starting material.
Packaging
100 mg in glass bottle