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

• ChemBase ID: 144853
• Molecular Formular: C15H16O2
• Molecular Mass: 228.28634
• Monoisotopic Mass: 228.11502975
• SMILES: C[C@@H](C(c1ccccc1)(c1ccccc1)O)O
• Canonical SMILES: C[C@@H](C(c1ccccc1)(c1ccccc1)O)O
• InChI: InChI=1S/C15H16O2/c1-12(16)15(17,13-8-4-2-5-9-13)14-10-6-3-7-11-14/h2-12,16-17H,1H3/t12-/m0/s1
• InChIKey: RQKXFLUAQLDHMO-LBPRGKRZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-1,1-diphenylpropane-1,2-diol
• IUPAC Traditional name: (2S)-1,1-diphenylpropane-1,2-diol
• Synonyms: (S)-(-)-1,1-Diphenyl-1,2-propanediol; (S)-(-)-1,1-二苯基-1,2-丙二醇

Database IDs

• CAS Number: 46755-94-6
• MDL Number: MFCD00134287
• Beilstein Number: 3202232
• PubChem SID: 24862465; 24867049; 162239065
• PubChem CID: 736300

CALCULATED PROPERTIES

• Acid pKa: 12.509655
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 2.5016582
• LogD (pH = 7.4): 2.501655
• Log P: 2.5016584
• Molar Refractivity: 67.9584 cm^3
• Polarizability: 26.6919 Å^3
• Polar Surface Area: 40.46 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 89-92 °C(lit.); 92-95 °C
• Optical Rotation: [α]20/D -97±3°, c = 1% in methanol; [α]25/D -100°, c = 1 in methanol

Safety Information

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

Product Information

• Purity: ≥98.0% (sum of enantiomers, HPLC); 99%
• Grade: purum
• Linear Formula: CH3CH(OH)C(C6H5)2OH

DETAILS

Sigma Aldrich - 364908

Packaging
5 g in glass bottle
Application
Chiral glycol for the synthesis of chiral sulfoxides and epoxides.1

Sigma Aldrich - 43185

Other Notes
Chiral auxiliary for the synthesis of sulfoxides1; Catalyst (as Al-complex) for Diels-Alder CA2; Resolution of various comp. by clathrate formation3