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

• ChemBase ID: 149397
• Molecular Formular: C14H14O2
• Molecular Mass: 214.25976
• Monoisotopic Mass: 214.09937969
• SMILES: c1ccc(cc1)[C@@H]([C@H](c1ccccc1)O)O
• 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-/m0/s1
• InChIKey: IHPDTPWNFBQHEB-KBPBESRZSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 2325-10-2
• MDL Number: MFCD00064255
• Beilstein Number: 2330888
• Merck Index: 144777
• PubChem SID: 24855513; 162243562
• PubChem CID: 853020

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; 148-150 °C(lit.); 148-150°C
• Optical Rotation: [α]20/D -99±5°, c = 2.5% in ethanol; [α]24/D -94°, c = 2.5 in ethanol; -94 (c=1 in methanol)

Safety Information

• German water hazard class: 3
• Safety Statements: 22-24/25
• TSCA Listed: 否
• 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); 98+%; 99%
• Grade: purum
• Optical Purity: ee: 99% (GLC)
• Linear Formula: C6H5CH(OH)CH(OH)C6H5

DETAILS

Sigma Aldrich - 256269

General description
Chiral reagent.
Packaging
5, 25 g in glass bottle
Application
C2 symmetric chiral diol with versatile applications as a chiral auxiliary,1,2 building block,3,4,5 and chiral ligand.6,7
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. 256269.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.