| Identification | Back Directory | [Name]
(R)-(+)-1,1,2-TRIPHENYL-1,2-ETHANEDIOL | [CAS]
95061-46-4 | [Synonyms]
1,1,2-triphenyl-1,2-ethanediol
(R)-1,1,2-Triphenylethylene glycol
(2R)-1,1,2-Triphenyl-1,2-ethanediol
(2R)-1,1,2-Triphenylethylene glycol
(R)-(+)-1,1,2-TRIPHENYL-1,2-ETHANEDIOL
1,2-Ethanediol, 1,1,2-triphenyl-, (2R)-
(R)-1,1,2-Triphenylethane-1,2-diol,99%e.e. | [Molecular Formula]
C20H18O2 | [MDL Number]
MFCD00134424 | [MOL File]
95061-46-4.mol | [Molecular Weight]
290.36 |
| Chemical Properties | Back Directory | [Melting point ]
126 °C | [Boiling point ]
452.3±40.0 °C(Predicted) | [density ]
1.196±0.06 g/cm3(Predicted) | [refractive index ]
220 ° (C=1, EtOH) | [storage temp. ]
Sealed in dry,Room Temperature | [solubility ]
sol dichloromethane, chloroform, THF, ethanol; insol hexane. | [form ]
powder to crystal | [pka]
12.87±0.29(Predicted) | [color ]
White to Almost white | [Optical Rotation]
217.3° (C=1.02 g/100ml,ETOH) | [InChI]
InChI=1S/C20H18O2/c21-19(16-10-4-1-5-11-16)20(22,17-12-6-2-7-13-17)18-14-8-3-9-15-18/h1-15,19,21-22H/t19-/m1/s1 | [InChIKey]
GWVWUZJOQHWMFB-LJQANCHMSA-N | [SMILES]
C(C1=CC=CC=C1)(C1=CC=CC=C1)(O)[C@@H](C1=CC=CC=C1)O |
| Hazard Information | Back Directory | [Uses]
(R)-(+)-1,1,2-triphenyl-1,2-ethanediol can be used to derivatize chiral monoesters via stereoselective aldol addition; forming O-silyl orthoesters and cyclic phosphonates. | [Preparation]
(R)-1,1,2-triphenylethane-1,2-diol [(R)-(1)] is easily available from commercial (R)-Mandelic Acid, which is first esterified to give methyl mandelate and then treated with Phenylmagnesium Bromide (3.5 equiv). In an analogous way, (S)-(1) is accessible from (S)-mandelic acid, which is also commercially available (eq 1).
 | [Synthesis Reference(s)]
Journal of the American Chemical Society, 81, p. 493, 1959 DOI: 10.1021/ja01511a058
Synthesis, p. 415, 1987
Tetrahedron, 49, p. 1327, 1993 DOI: 10.1016/S0040-4020(01)85822-1 |
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