(1R,2R)-1,2-diphenylethane-1,2-diol

• ChemBase ID: 69949
• Molecular Formular: C14H14O2
• Molecular Mass: 214.25976
• Monoisotopic Mass: 214.09937969
• SMILES: [C@H](O)([C@H](O)c1ccccc1)c1ccccc1
• Canonical SMILES: O[C@@H]([C@@H](c1ccccc1)O)c1ccccc1
• InChI: InChI=1S/C14H14O2/c15-13(11-7-3-1-4-8-11)14(16)12-9-5-2-6-10-12/h1-10,13-16H/t13-,14-/m1/s1
• InChIKey: IHPDTPWNFBQHEB-ZIAGYGMSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,2R)-1,2-diphenylethane-1,2-diol
• IUPAC Traditional name: (+)-hydrobenzoin
• Synonyms: (R,R)-(+)-Hydrobenzoin; (R,R)-1,2-Diphenyl-1,2-ethanediol; (R,R)-1,2-Diphenylethylene glycol; (R,R)-(+)-Hydrobenzoin; (R,R)-1,2-二苯基-1,2-乙二醇; (R,R)-1,2-二苯基乙二醇; (R,R)-(+)-氢化苯偶姻

Database IDs

• CAS Number: 52340-78-0
• MDL Number: MFCD00064254
• Beilstein Number: 2050815
• PubChem SID: 24855514; 24878401; 162035674
• PubChem CID: 853019

CALCULATED PROPERTIES

• Acid pKa: 13.081237
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 2.3598013
• LogD (pH = 7.4): 2.3598003
• Log P: 2.3598013
• Molar Refractivity: 63.1192 cm^3
• Polarizability: 24.848513 Å^3
• Polar Surface Area: 40.46 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 146-149 °C; 146-149 °C(lit.)
• Optical Rotation: [α]20/D +99±5°, c = 2.5% in ethanol; [α]28/D +93°, c = 2.5 in ethanol

Safety Information

• Storage Warning: IRRITANT
• German water hazard class: 3
• TSCA Listed: false
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98.0% (sum of enantiomers, GC); 95+%; 99%
• Grade: purum
• Optical Purity: ee: 99% (HPLC)
• Linear Formula: C6H5CH(OH)CH(OH)C6H5

DETAILS

Sigma Aldrich - 256277

Application
Chiral reagent
Packaging
5, 25 g in glass bottle

Sigma Aldrich - 53945

Other Notes
Auxiliary in chiral acetals which react diastereoselectively1,2,3,4,5