(R)-1-(3-Chlorophenyl)-1,2-ethanediol

Base Information

• Chemical Name: (R)-1-(3-Chlorophenyl)-1,2-ethanediol
• CAS No.: 80051-04-3
• Molecular Formula: C8H9 Cl O2
• Molecular Weight: 172.611
• Hs Code.: 2906299090
• DSSTox Substance ID: DTXSID80431131
• Nikkaji Number: J2.096.198H
• Wikidata: Q72456797
• Mol file: 80051-04-3.mol

Synonyms:(R)-1-(3-CHLOROPHENYL)-1,2-ETHANEDIOL;80051-04-3;(R)-1-(3-Chlorophenyl)ethane-1,2-diol;(1R)-1-(3-CHLOROPHENYL)ETHANE-1,2-DIOL;(1R)-1-(3-chlorophenyl)-1,2-Ethanediol;MFCD00798445;SCHEMBL2879198;DTXSID80431131;WLWZAZBRGPMXCW-QMMMGPOBSA-N;FD1214;AKOS006271433;(r)-m-chloro-1-phenylethane-1,2-diol;AC-23807;DS-13461;(r)-2-(3-chlorophenyl)-2-hydroxyethanol;(R)-1-(3-Chloro-phenyl)-1,2-ethanediol;CS-0135336;A916072

Chemical Property of (R)-1-(3-Chlorophenyl)-1,2-ethanediol

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 320℃
• Flash Point: 147℃
• PSA: 40.46000
• Density: 1.328
• LogP: 1.36570
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 172.0291072
• Heavy Atom Count: 11
• Complexity: 119

Purity/Quality:

99.90% ^*data from raw suppliers

(R)-1-(3-Chlorophenyl)-1,2-ethanediol 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)Cl)C(CO)O
• Isomeric SMILES: C1=CC(=CC(=C1)Cl)[C@H](CO)O

Technology Process of (R)-1-(3-Chlorophenyl)-1,2-ethanediol

There total 22 articles about (R)-1-(3-Chlorophenyl)-1,2-ethanediol 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: 95.4%

3-chlorostyrene oxide (20697-04-5) → (R)-(-)-1-(3-chlorophenyl)-1,2-ethanediol (80051-04-3)

Guidance literature:

With Escherichia coli Rosetta(DE₃)/epoxide hydrolase from Glycine max wet cells; In aq. phosphate buffer; at 25 ℃; for 1.5h; pH=7; enantioselective reaction; Catalytic behavior; Kinetics; Microbiological reaction; Resolution of racemate; Enzymatic reaction;

DOI:10.1016/j.ijbiomac.2020.08.011

Reference yield: 93.0%

3-Chlorostyrene (2039-85-2,26100-04-9) → (R)-(-)-1-(3-chlorophenyl)-1,2-ethanediol (80051-04-3)

Guidance literature:

3-Chlorostyrene; With (+)-[Rh((S,S)-Phebox-i-Pr)OAc₂(H₂O)]; bis(pinacol)diborane; sodium t-butanolate; In tetrahydrofuran; at 60 ℃; for 1h; Inert atmosphere;

In tetrahydrofuran; water; at 20 ℃; for 1h; enantioselective reaction; Inert atmosphere;

DOI:10.1002/anie.201305181

Reference yield: 88.0%

3-chlorostyrene oxide (20697-04-5) → (R)-meta-chlorostyrene oxide (20697-04-5,53631-04-2,115648-90-3,62600-71-9) + (S)-3-chlorostyrene oxide (115648-90-3) + (R)-(-)-1-(3-chlorophenyl)-1,2-ethanediol (80051-04-3)

Guidance literature:

With Solanum tuberosum Epoxide Hydrolase; In water; dimethyl sulfoxide; glycerol; at 20 ℃; for 1.5h;

DOI:10.1016/j.tetasy.2004.06.032

upstream raw materials:

3-Chlorostyrene

(+)-2-chloro-1-(3-chlorophenyl)ethanol

1-(3-chlorophenyl)-2-hydroxyethanone

3-chlorostyrene oxide

Downstream raw materials:

(R)-2-((tert-butyldimethylsilyl)oxy)-1-(3-chlorophenyl)ethyl methanesulfonate

(R)-(-)-1-(3-chlorophenyl)-1,2-ethanediol-2-methanesulfonate

Refernces

• 1、 Hu, Die,Zong, Xun-Cheng,Xue, Feng,Li, Chuang,Hu, Bo-Chun,Wu, Min-Chen. "Manipulating regioselectivity of an epoxide hydrolase for single enzymatic synthesis of (: R)-1,2-diols from racemic epoxides". supporting information. p. 2799 - 2802. Retrieved 2020/03/13.
• 2、 -. "HETEROCYCLIC COMPOUNDS AS KINASE INHIBITORS, COMPOSITIONS COMPRISING THE HETEROCYCLIC COMPOUND, AND METHODS OF USE THEREOF". Page/Page column 53; 54. . Retrieved 2019/03/12.