1-(4-Bromophenyl)ethane-1,2-diol

Base Information

• Chemical Name: 1-(4-Bromophenyl)ethane-1,2-diol
• CAS No.: 92093-23-7
• Molecular Formula: C8H9BrO2
• Molecular Weight: 217.062
• Hs Code.: 2906299090
• DSSTox Substance ID: DTXSID60456928
• Nikkaji Number: J803.760D
• Mol file: 92093-23-7.mol

Synonyms:1-(4-bromophenyl)ethane-1,2-diol;92093-23-7;1,2-Ethanediol, 1-(4-bromophenyl)-, (1S)-;SCHEMBL237732;DTXSID60456928;ZDPJGAWPRHNQHI-UHFFFAOYSA-N;1,2-Ethanediol-(p-bromophenyl)-;MFCD09743652;AKOS016009143;CS-W021230;DS-4505;1-(4-Bromo-phenyl)-ethane-1,2-diol;FT-0767191;EN300-1240436

Chemical Property of 1-(4-Bromophenyl)ethane-1,2-diol

Chemical Property:

• Melting Point: 100-101 °C
• Boiling Point: 356.6±27.0 °C(Predicted)
• PKA: 13.41±0.20(Predicted)
• PSA: 40.46000
• Density: 1.617±0.06 g/cm3(Predicted)
• LogP: 1.47480
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 215.97859
• Heavy Atom Count: 11
• Complexity: 111

Purity/Quality:

99% ^*data from raw suppliers

1-(4-Bromophenyl)ethane-1,2-diol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C(CO)O)Br
• Uses: 1-(4-Bromophenyl)ethane-1,2-diol is used as a reactant in the regioselective palladium-catalyzed O,S rearrangement of cyclic thiocarbonates.

Technology Process of 1-(4-Bromophenyl)ethane-1,2-diol

There total 50 articles about 1-(4-Bromophenyl)ethane-1,2-diol 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: 100.0%

4-bromophenylglyoxal (5195-29-9) → 1-(4-bromophenyl)ethane-1,2-diol (92093-23-7)

Guidance literature:

With sodium tetrahydroborate; In ethanol; for 1h;

DOI:10.1016/j.tetasy.2011.12.008

Reference yield: 100.0%

2-(4-bromophenyl)-2-oxoethyl acetate (7500-37-0) → 1-(4-bromophenyl)ethane-1,2-diol (92093-23-7)

Guidance literature:

With sodium tetrahydroborate; In methanol; at 20 ℃;

DOI:10.1016/j.tetlet.2004.10.015

Reference yield: 97.0%

methyl 4-bromophenylglyoxalate (57699-28-2) → 1-(4-bromophenyl)ethane-1,2-diol (92093-23-7)

Guidance literature:

With carbonylhydrido(tetrahydroborato)[bis(2-diphenylphosphinoethyl)-amino]ruthenium(II); hydrogen; sodium t-butanolate; In methanol; at 80 ℃; for 12h; under 37503.8 Torr; chemoselective reaction; Glovebox; Autoclave;

DOI:10.1055/s-0035-1561971

upstream raw materials:

(+/-)-2-(4-bromophenyl)oxirane

1-bromo-4-ethenyl-benzene

2-(4-bromophenyl)-2-oxoethyl acetate

ethyl acetate

Downstream raw materials:

2-Bromomethyl-4-(4-bromo-phenyl)-2-phenyl-[1,3]dioxolane

2-Bromomethyl-4-(4-bromo-phenyl)-2-p-tolyl-[1,3]dioxolane

2-Bromomethyl-4-(4-bromo-phenyl)-2-(4-chloro-phenyl)-[1,3]dioxolane

(p-Bromophenyl)-1,2-ethane cyclic carbonate

Refernces

• 1、 Feng, Wei,Gao, Taotao,Lau, Kai Kiat,Lin, Yamei,Pan, Hui-Jie,Yang, Binmiao,Zhao, Yu. "Catalytic Diastereo- and Enantioconvergent Synthesis of Vicinal Diamines from Diols through Borrowing Hydrogen". supporting information. p. 18599 - 18604. Retrieved 2021/08/09.
• 2、 -. "Method for synthesizing chiral 1,2-diol compound". Paragraph 0027; 0049-0052. . Retrieved 2021/07/21.