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95061-46-4

95061-46-4 Structure

95061-46-4 Structure
IdentificationBack 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 PropertiesBack 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
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
[HS Code ]

29062990
Hazard InformationBack 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).
(R)-( )-1,1,2-TRIPHENYL-1,2-ETHANEDIOL
[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
Spectrum DetailBack Directory
[Spectrum Detail]

(R)-(+)-1,1,2-TRIPHENYL-1,2-ETHANEDIOL(95061-46-4)1HNMR
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