108998-83-0

Basic information

• Product Name: (S)-(-)-1,1,2-Triphenylethane-1,2-diol
• Synonyms: CHEMPACIFIC 43818;(S)-(-)-1,1,2-TRIPHENYL-1,2-ETHANEDIOL;(S)-(-)-TRIPHENYLETHYLENE GLYCOL;Triphenylethanediol;(S)-1,1,2-TRIPHENYL-ETHANE-1,2-DIOL;(S)-(-)-1,1,2-TRIPHENYL-1,2-ETHANEDIOL 99%;(2S)-1,1,2-Triphenylethylene glycol;(S)-1,2,2-Triphenyl-1,2-ethanediol
• CAS NO: 108998-83-0
• Molecular Formula: C₂₀H₁₈O₂
• Molecular Weight: 290.36
• Product Categories: Asymmetric Synthesis;Chiral Building Blocks;Simple Alcohols (Chiral);Synthetic Organic Chemistry;Chiral Compound;Chiral Building Blocks;Organic Building Blocks;Polyols
• Mol File: 108998-83-0.mol
• Article Data: 26

Chemical Properties

• Melting Point: 125-127 °C(lit.)
• Boiling Point: 452.3 °C at 760 mmHg
• Flash Point: 210 °C
• Appearance: Pale brown/Powder
• Density: 1.196 g/cm³
• Vapor Pressure: 5.71E-09mmHg at 25°C
• Refractive Index: 1.639
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 12.87±0.29(Predicted)
• BRN: 3208922
• CAS DataBase Reference: (S)-(-)-1,1,2-Triphenylethane-1,2-diol(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-(-)-1,1,2-Triphenylethane-1,2-diol(108998-83-0)
• EPA Substance Registry System: (S)-(-)-1,1,2-Triphenylethane-1,2-diol(108998-83-0)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 108998-83-0(Hazardous Substances Data)

Usage

Uses

It is used as pharmaceutical and fine chemical intermediate.

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-/m0/s1

Upstream product

• 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 
• 13704-09-1 (S)-(-)-ethyl mandelate 
• 100-58-3 phenylmagnesium bromide 
• 67-56-1 methanol 
• 1054664-61-7 C₅₃H₆₀O₉Si 
• 3886-69-9 (R)-1-phenyl-ethyl-amine 
• 134394-96-0 *,S^*)>-5-<2-(4-fluorophenyl)-5-(1-methylethyl)-3-phenyl-4-<(phenylamino)carbonyl>-1H-pyrrol-1-yl>-3-hydroxy-1-pentanoic acid, 2-hydroxy-1,2,2-triphenylethyl ester 
• 17199-29-0 (S)-Mandelic acid 
• 95061-51-1 (S)-2-acetoxy-1,1,2-triphenylethanol 
• 108-86-1 bromobenzene 

Downstream Products

• 95061-51-1 (S)-2-acetoxy-1,1,2-triphenylethanol 
• 157556-88-2 (S)-2,2,3-triphenyloxirane 
• 183849-26-5 (R)-2,2,3-triphenyloxirane 
• 1260254-07-6 (S)-(1,2-dimethoxyethane-1,1,2-triyl)tribenzene 
• 133120-82-8 (S)-2-(Propionyloxy)-1,1,2-triphenylethanol 
• 5928-67-6 (S)-(+)-benzoin 
• 1220999-79-0 (S)-2-hydroxy-1,2,2-triphenylethyl 2-(diphenylphosphino)-benzoate 
• 1228269-19-9 (2R,5S)-2-chloro-4,4,5-triphenyl-1,3,2-dioxaphospholane 
• 79356-79-9 trans-2-chloro-2-oxo-4,5-diphenyl-1,3,2-dioxaphospholan 
• 79356-80-2 cis-2-chloro-2-oxo-4,5-diphenyl-1,3,2-dioxaphospholan 
• 68376-01-2 2-phenyl-2-(S-α-hydroxybenzyl)-1,3-dioxolan 
• 79309-93-6 dimethyl 1-(2-hydroxy-1,2-diphenylethyl)phosphate 
• 579-43-1 (1S,2R)-1,2-diphenylethane-1,2-diol 

Relevant articles and documents

Phosphine-dependent stereoselectivity in the mitsunobu cyclodehydration of 1,2-diols: Stereodivergent approach to triaryl-substituted epoxides

Triaryl-1,2-ethanediols, readily available from natural mandelic acid, can be stereospecifically converted into their corresponding chiral nonracemic epoxides by means of a Mitsunobu cyclodehydration reaction. Upon selection of the phosphine component in

Efficient resolution of (±)-pantolactone by inclusion crystallization with the use of chiral 1,1,2-triphenylethane-1,2-diol

Enantioselective formation of crystalline 1 : 1 host - guest complexes with (R)- or (S)-1,1,2-triphenylethane-1,2-diol as a host compound allows efficient preparative resolution of (±)-pantolactone. Optically active pantolactones (98% ee) were obtained in 65 - 67% yield.

Preparation method of (S)-(-)-1,1,2-triphenyl-1,2-ethanediol

The invention relates to a preparation method of (S)-(-)-1,1,2-triphenyl-1,2-ethanediol. The preparation method is characterized by comprising the following steps: respectively dissolving methyl mandelate and phenyl magnesium bromide in solvents to prepare a methyl mandelate solution and a phenyl magnesium bromide solution; feeding the prepared methyl mandelate solution and the prepared phenyl magnesium bromide solution into a first micro-channel reactor respectively through a metering pump so as to perform main reaction, and enabling the reaction solution obtained after the reaction to directly flow into a second micro-channel reactor; feeding an acidic aqueous solution into the second micro-channel reactor through a metering pump so as to perform quenching reaction while the reaction solution flows into the second micro-channel reactor, layering the reaction solution obtained after the quenching reaction, and taking an organic phase; drying the organic phase, and then, performing vacuum concentration; and performing recrystallization with toluene to obtain the finished product (S)-(-)-1,1,2-triphenyl-1,2-ethanediol. The preparation method provided by the invention has the advantages of high yield and fast reaction.

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.