meso-Hydrobenzoin

Base Information

• Chemical Name: meso-Hydrobenzoin
• CAS No.: 579-43-1
• Molecular Formula: C14H14O2
• Molecular Weight: 214.264
• Hs Code.: 29062900
• UNII: CO9A49A84I
• DSSTox Substance ID: DTXSID701021446
• Nikkaji Number: J478.937G
• Wikidata: Q27121702
• Metabolomics Workbench ID: 57303
• Mol file: 579-43-1.mol

Synonyms:meso-Hydrobenzoin;579-43-1;meso-1,2-Diphenyl-1,2-ethanediol;(1R,2S)-1,2-diphenylethane-1,2-diol;meso-Stilbene glycol;Hydrobenzoin, meso-;meso-1,2-Diphenylethylene glycol;UNII-CO9A49A84I;CO9A49A84I;MFCD00064253;rel-(1R,2S)-1,2-Diphenylethane-1,2-diol;NSC-133570;meso-Hydrobenzoin, 99%;ERYTHRO-HYDROBENZOIN;SCHEMBL915218;C(O)(c1ccccc1)C(O)c2ccccc2;CHEBI:50015;1,2-di(phenyl)ethane-1,2-diol;DTXSID701021446;HYDROBENZOIN MESO-FORM [MI];AC8921;AKOS016009876;erythro-1,2-Diphenylethane-1,2-diol;CS-W000210;NSC 133570;AC-23165;AS-56888;CS-0132196;H0816;A869559;Q27121702;1,2-ETHANEDIOL, 1,2-DIPHENYL-, (1R,2S)-REL-

Chemical Property of meso-Hydrobenzoin

Chemical Property:

• Appearance/Colour: White crystalline powder
• Vapor Pressure: 3.18E-06mmHg at 25°C
• Melting Point: 137-139 °C(lit.)
• Refractive Index: 1.624
• Boiling Point: 373 °C at 760 mmHg
• PKA: 13.38±0.20(Predicted)
• Flash Point: 179.8 °C
• PSA: 40.46000
• Density: 1.193 g/cm³
• LogP: 2.45360
• Storage Temp.: 2-8°C
• Solubility.: Soluble in hot alcohol or chloroform.
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 214.099379685
• Heavy Atom Count: 16
• Complexity: 171

Purity/Quality:

98%,99%, ^*data from raw suppliers

(R,S)-Dihydrobenzoin ^*data from reagent suppliers

Safty Information:

• Safety Statements: S22:Do not inhale dust.; S24/25:Avoid contact with skin and eyes.

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Alcohols and Polyols, Other
• Canonical SMILES: C1=CC=C(C=C1)C(C(C2=CC=CC=C2)O)O
• Isomeric SMILES: C1=CC=C(C=C1)[C@H]([C@H](C2=CC=CC=C2)O)O
• Uses: meso- Hydrobenzoin has been used in the preparation of trans-methyl meso- hydrobenzoin phosphite.

Technology Process of meso-Hydrobenzoin

There total 435 articles about meso-Hydrobenzoin which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

benzaldehyde (100-52-7) → 1,2-diphenyl-1,2-ethanediol (492-70-6,655-48-1,2325-10-2,38270-73-4,52340-78-0,579-43-1) + benzyl alcohol (100-51-6,185532-71-2)

Guidance literature:

With sodium hydroxide; aluminium; In methanol; water; for 0.0833333h; microwave irradiation;

Reference yield: 91.0%

cis-stilben (645-49-8) → (1S,2R)-1,2-diphenylethane-1,2-diol (579-43-1) + 2-hydroxy-2-phenylacetophenone (119-53-9,579-44-2) + benzaldehyde (100-52-7)

Guidance literature:

With 4-methylmorpholine N-oxide; polyaniline-supported Os; In water; acetone; acetonitrile; at 20 ℃; for 3h;

DOI:10.1002/adsc.200606077

Reference yield: 89.0%

cis-stilben (645-49-8) → 1,2-diphenyl-1,2-ethanediol (492-70-6,655-48-1,2325-10-2,38270-73-4,52340-78-0,579-43-1) + benzaldehyde (100-52-7)

Guidance literature:

With air; hydroquinone 1,4-phthalazinediyl diether; K2; In water; tert-butyl alcohol; at 50 ℃; for 24h; under 15001.2 Torr; pH=10.4;

DOI:10.1016/S0022-328X(00)00856-1

upstream raw materials:

peracetic acid

cis-stilben

(E)-1,2-diphenyl-ethene

2-amino-1,2-diphenylethanol

Downstream raw materials:

4,4'-dinitrobenzil

4,5-diphenyl-[1,3]-dioxolan-2-one

phenyl benzyl ketone

Diphenylacetaldehyde

Refernces

• 1、 Li, Jing-Yu,Qi, Ming-Yu,Xu, Yi-Jun. "Efficient splitting of alcohols into hydrogen and C–C coupled products over ultrathin Ni-doped ZnIn2S4 nanosheet photocatalyst". . p. 1084 - 1091. Retrieved 2022/03/15.
• 2、 Valenzuela, Stephanie A.,Crory, Hannah S. N.,Yao, Chao-Yi,Howard, James R.,Saucedo, Gabriel,de Silva, A. Prasanna,Anslyn, Eric V.. "A Colorimetric Method for Quantifying Cis and Trans Alkenes Using an Indicator Displacement Assay". . p. 13819 - 13823. Retrieved 2021/05/17.