95061-46-4

Basic information

• Product Name: (R)-(+)-1,1,2-TRIPHENYL-1,2-ETHANEDIOL
• Synonyms: (R)-(+)-1,1,2-TRIPHENYL-1,2-ETHANEDIOL;1,1,2-triphenyl-1,2-ethanediol;(2R)-1,1,2-Triphenyl-1,2-ethanediol;(2R)-1,1,2-Triphenylethylene glycol;(R)-1,1,2-Triphenylethylene glycol;(R)-1,1,2-Triphenylethane-1,2-diol,99%e.e.
• CAS NO: 95061-46-4
• Molecular Formula: C₂₀H₁₈O₂
• Molecular Weight: 290.36
• Product Categories: Asymmetric Synthesis;Chiral Building Blocks;Simple Alcohols (Chiral);Synthetic Organic Chemistry;Chiral Compound
• Mol File: 95061-46-4.mol
• Article Data: 16

Chemical Properties

• Melting Point: 126 °C
• Boiling Point: 452.3 °C at 760 mmHg
• Flash Point: 210 °C
• Appearance: /
• Density: 1.197 g/cm³
• Vapor Pressure: 5.71E-09mmHg at 25°C
• Refractive Index: 220 ° (C=1, EtOH)
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 12.87±0.29(Predicted)
• CAS DataBase Reference: (R)-(+)-1,1,2-TRIPHENYL-1,2-ETHANEDIOL(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-(+)-1,1,2-TRIPHENYL-1,2-ETHANEDIOL(95061-46-4)
• EPA Substance Registry System: (R)-(+)-1,1,2-TRIPHENYL-1,2-ETHANEDIOL(95061-46-4)

Safety Data

• Hazardous Substances Data: 95061-46-4(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Journal of the American Chemical Society, 81, p. 493, 1959 DOI: 10.1021/ja01511a058Synthesis, p. 415, 1987Tetrahedron, 49, p. 1327, 1993 DOI: 10.1016/S0040-4020(01)85822-1

InChI:InChI=1/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

Upstream product

• 119-53-9 2-hydroxy-2-phenylacetophenone 
• 25187-00-2 2-iodobenzophenone 
• 119-61-9 benzophenone 
• 100-52-7 benzaldehyde 
• 6296-95-3 1,1,2-triphenyl-1,2-ethanediol 
• 58-72-0 Triphenylethylene 
• 1086338-52-4 (+)-(R)-2-hydroxy-1,2,2-triphenylethyl N,N-diisopropylcarbamate 
• 110743-99-2 C₂₂H₁₈O₃^(2-)*Li⁽¹⁺⁾ 
• 95061-47-5 (R)-2-acetoxy-1,1,2-triphenylethanol 
• 611-71-2 (R)-Mandelic Acid 
• 135822-23-0 (R)-1-(trimethylsilyloxy)-1-<1,2,2-triphenyl-2-(trimethylsilyloxy)ethoxy>-1-propene 
• 135789-37-6 (R)-2-hydroxy-1,2,2-triphenylethyl propionate 
• 371162-59-3 (1R)-1,2,2-triphenyl-2-(trimethylsilyloxy)ethyl (2S,3R)-3-hydroxy-2,3-dimethyl-3-phenylpropanoate 
• 249612-80-4 (1R)-1,2,2-triphenyl-2-(trimethylsilyloxy)ethyl (2S,3R,4E)-3-hydroxy-2,3-dimethyl-4-hexenoate 

Downstream Products

• 95061-47-5 (R)-2-acetoxy-1,1,2-triphenylethanol 
• 1228269-20-2 (2S,5R)-2-chloro-4,4,5-triphenyl-1,3,2-dioxaphospholane 
• 1109233-68-2 2R-2-[(2S,5S-2,5-dimethyl-1-phenyl-1-silacyclopentyl)oxy]-1,1,2-triphenylethanol 
• 95061-48-6 3-Hydroxy-3-phenyl-propionic acid (R)-2-hydroxy-1,2,2-triphenyl-ethyl ester 
• 95061-50-0 3-Hydroxy-hexanoic acid (R)-2-hydroxy-1,2,2-triphenyl-ethyl ester 
• 95061-49-7 3-Hydroxy-4-methyl-pentanoic acid (R)-2-hydroxy-1,2,2-triphenyl-ethyl ester 
• 110743-99-2 C₂₂H₁₈O₃^(2-)*Li⁽¹⁺⁾ 
• 135789-38-7 (2S,3S)-3-Hydroxy-2-methyl-3-phenyl-propionic acid (R)-1,2,2-triphenyl-2-trimethylsilanyloxy-ethyl ester 
• 135789-39-8 (2S,3S)-3-Hydroxy-2,4-dimethyl-pentanoic acid (R)-1,2,2-triphenyl-2-trimethylsilanyloxy-ethyl ester 
• 110743-99-2 C₂₂H₁₈O₃^(2-)*2Li⁽¹⁺⁾ 
• 95061-48-6 (1'R,3R)-3-Hydroxy-3-phenylpropansaeure-(2-hydroxy-1,2,2-triphenylethyl)ester 
• 110743-98-1 (S)-3-Hydroxy-3-phenyl-propionic acid (R)-2-hydroxy-1,2,2-triphenyl-ethyl ester 
• 95061-50-0 (1'R,3S)-3-Hydroxyhexansaeure-(2-hydroxy-1,2,2-triphenylethyl)ester 
• 95061-50-0 (R)-3-Hydroxy-hexanoic acid (R)-2-hydroxy-1,2,2-triphenyl-ethyl ester 

Relevant articles and documents

Reductive coupling between aromatic aldehydes and ketones or imines by copper catalysis

The copper-catalyzed reductive coupling of two different carbonyl compounds has been achieved. The reaction of aromatic aldehydes and arylketones with a silylboronate in the presence of a catalytic amount of a CuCl-N-heterocyclic carbene (NHC) complex and a stoichiometric amount of alkoxide base yielded cross-coupled 1,2-diol derivatives. A reaction pathway is proposed that involves the catalytic formation of a nucleophilic α-silyloxybenzylcopper(I) species from the aromatic aldehyde and its subsequent coupling with the arylketone. This process was amenable to asymmetric catalysis. This copper catalyst system also enabled the reductive coupling between aromatic aldehydes and imines.

Novel biphenyl organocatalysts for iminium ion-catalyzed asymmetric epoxidation

Two novel chiral biphenyl iminium salts derived from L-acetonamine, containing electron-withdrawing 3,30-substituents on the biphenyl unit, have been prepared and tested as asymmetric catalysts for epoxidation of prochiral alkenes. The results are compared with those achieved using the corresponding unsubstituted system.

Comprehensive experimental and theoretical studies of configurationally labile epimeric diamine complexes of α-lithiated benzyl carbamates

Different primary benzyl-type carbamates were deprotonated by sec-butyllithium in the presence of a tert-leucinol-derived bis(oxazoline) ligand. The resulting configurationally labile epimeric complexes equilibrated and one diastereomer was strongly favor