579-43-1

Basic information

• Product Name: meso-1,2-Diphenyl-1,2-ethanediol
• Synonyms: 1,2-Ethanediol, 1,2-diphenyl-, (R*,S*)-;1,2-Ethanediol, 1,2-diphenyl-, meso-;meso-Stilbene glycol;1,2-DIPHENYL-1,2-ETHANEDIOL;MESO-1,2-DIPHENYLETHYLENE GLYCOL;MESO-1,2-DIPHENYL-1,2-ETHANEDIOL;MESO-HYDROBENZOIN;HYDROBENZOIN MESO
• CAS NO: 579-43-1
• Molecular Formula: C₁₄H₁₄O₂
• Molecular Weight: 214.26
• EINECS: 207-758-3
• Mol File: 579-43-1.mol
• Article Data: 488

Chemical Properties

• Melting Point: 137-139 °C(lit.)
• Boiling Point: 373 °C at 760 mmHg
• Flash Point: 179.8 °C
• Appearance: White/Crystalline Powder
• Density: 1.193 g/cm³
• Vapor Pressure: 3.18E-06mmHg at 25°C
• Refractive Index: 1.624
• Storage Temp.: 2-8°C
• Solubility: Soluble in hot alcohol or chloroform.
• PKA: 13.38±0.20(Predicted)
• Merck: 14,4777
• BRN: 2050814
• CAS DataBase Reference: meso-1,2-Diphenyl-1,2-ethanediol(CAS DataBase Reference)
• NIST Chemistry Reference: meso-1,2-Diphenyl-1,2-ethanediol(579-43-1)
• EPA Substance Registry System: meso-1,2-Diphenyl-1,2-ethanediol(579-43-1)

Safety Data

• Safety Statements: S22:Do not inhale dust.; S24/25:Avoid contact with skin and eyes.
• WGK Germany: 3
• Hazardous Substances Data: 579-43-1(Hazardous Substances Data)

Usage

Chemical Properties

White crystalline powder

Uses

meso- Hydrobenzoin has been used in the preparation of trans-methyl meso- hydrobenzoin phosphite.

General Description

Desymmetrization of meso-hydrobenzoin using chiral phosphine catalyst has been reported. Conversion of meso-hydrobenzoin to trans-stillbene oxide by treatment with an aryl sulfonyl chloride and aqueous sodium hydroxide has been reported.

Purification Methods

meso-Hydrobenzoin [579-43-1] M 214.3, m 139o, 139-140o. Crystallise it from EtOH or water. [Beilstein 6 H 1003, 6 I 490, 6 II 967. 6 III 5429, 6 IV 6682.]

InChI:InChI=1/C14H14O2/c15-13(11-7-3-1-4-8-11)14(16)12-9-5-2-6-10-12/h1-10,13-16H/t13-,14+

Upstream product

• 530-36-9 2-amino-1,2-diphenylethanol 
• 496-45-7 glyoxal sulfate 
• 588-59-0 stilbene 
• 572-45-2 benzil dioxime 
• 60-29-7 diethyl ether 
• 677-22-5 tert-butylmagnesium chloride 
• 119-53-9 2-hydroxy-2-phenylacetophenone 
• 671795-46-3 sec-butylmagnesium bromide 
• 64-17-5 ethanol 
• 555-75-9 aluminum ethoxide 
• 91-17-8 decalin 
• 71-43-2 benzene 
• 28276-08-6 1,1-dimethylpropylmagnesium chloride 
• 100-52-7 benzaldehyde 

Downstream Products

• 5457-14-7 8-methyl-2r,3c-diphenyl-1,4-dioxa-8-aza-spiro[4.5]decane 
• 451-40-1 phenyl benzyl ketone 
• 947-91-1 Diphenylacetaldehyde 
• 103-30-0 (E)-1,2-diphenyl-ethene 
• 15951-99-2 1,2-dichloro-1,2-diphenylethane 
• 13440-24-9 1,2-dibromo-1,2-diphenylethane 
• 119-53-9 2-hydroxy-2-phenylacetophenone 
• 38270-63-2 2-benzhydryl-4,5-diphenyl-[1,3]dioxolane 
• 100-52-7 benzaldehyde 
• 103-29-7 1,1'-(1,2-ethanediyl)bisbenzene 
• 6067-45-4 4,4'-dinitrobenzil 
• 27797-53-1 4,5-diphenyl-[1,3]-dioxolan-2-one 
• 19455-94-8 (meso-bibenzyldiyl-(α.α'))-sulfite 
• 15951-99-2 meso-1,2-dichloro-1,2-diphenylethane 

Relevant articles and documents

Diastereoselective Ce(III)-catalyzed pinacol couplings of aldehydes

Aliphatic and aromatic aldehydes were converted into the corresponding pinacoles by using different cerium catalysts. Ce(OtBu)3 proved to be superior over other cerium(III) catalysts. Especially the highly diastereoselective pinacol coupling of sterically non demanding aldehydes such as hexanal is remarkable.

Asymmetric hydrogenation of 1,4-diketones: facile synthesis of enantiopure 1,4-diarylbutane-1,4-diols

Owing to the biological significance and great synthetic value of 1,4-diarylbutane-1,4-diols and their derivatives, increasingly considerable attention has been paid to developing effective synthetic methods for chiral 1,4-diarylbutane-1,4-diols. We herei

Metal-free thermal organocatalytic pinacol coupling of arylaldehydes using an isonicotinate catalyst with bis(pinacolato)diboron

The metal-free thermal organocatalytic pinacol coupling of arylaldehydes has been developed. The intermolecular coupling of arylaldehydes catalyzed byt-butyl isonicotinate with bis(pinacolato)diboron as the co-reducing agent afforded 1,2-diphenylethane-1,2-diols. This reaction was also applicable to the intramolecular coupling of 1,1′-biphenyl-2,2′-dicarbaldehydes to afford 9,10-dihydrophenanthrene-9,10-diols. Various functional groups were tolerated under this coupling condition.