(1R)-1-(4-chlorophenyl)-1,2-ethanediol

Base Information

• Chemical Name: (1R)-1-(4-chlorophenyl)-1,2-ethanediol
• CAS No.: 152142-03-5
• Molecular Formula: C8H9ClO2
• Molecular Weight: 172.611
• Hs Code.: 2906299090
• European Community (EC) Number: 874-503-6
• Nikkaji Number: J493.897F
• Mol file: 152142-03-5.mol

Synonyms:(1R)-1-(4-chlorophenyl)-1,2-ethanediol;152142-03-5;(1R)-1-(4-CHLOROPHENYL)ETHANE-1,2-DIOL;(R)-1-(4-Chlorophenyl)-1,2-ethanediol;(R)-(+)-1-(2-Chlorophenyl)-1,2-Ethanediol;(R)-1-(4-chlorophenyl)ethane-1,2-diol;SCHEMBL4297797;QIVMDIMEYSDOSD-QMMMGPOBSA-N;(r)-p-chlorophenyl-1,2-ethandiol;FD1217;MFCD19689566;AKOS016004585;AC-23808;CS-0447156;EN300-6731373

Chemical Property of (1R)-1-(4-chlorophenyl)-1,2-ethanediol

Chemical Property:

• Melting Point: 83-84oC
• Boiling Point: 333oC
• Flash Point: 155℃
• PSA: 40.46000
• Density: 1.328
• LogP: 1.36570
• Storage Temp.: 2-8°C
• 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: 111

Purity/Quality:

98%min ^*data from raw suppliers

(1R)-1-(4-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=C1C(CO)O)Cl
• Isomeric SMILES: C1=CC(=CC=C1[C@H](CO)O)Cl

Technology Process of (1R)-1-(4-chlorophenyl)-1,2-ethanediol

There total 44 articles about (1R)-1-(4-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: 92.9%

4-Chlorostyrene oxide (2788-86-5) → (S)-1-(4-chlorophenyl)-1,2-ethanediol (7477-64-7,125803-26-1,147254-28-2) + (1R)-1-(4-chlorophenyl)-1,2-ethanediol (152142-03-5)

Guidance literature:

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

DOI:10.1016/j.ijbiomac.2020.08.011

Reference yield: 71.0%

1-(p-chlorophenyl)-1,2-ethanediol (7477-64-7) → (S)-1-(4-chlorophenyl)-1,2-ethanediol (7477-64-7,125803-26-1,147254-28-2) + (1R)-1-(4-chlorophenyl)-1,2-ethanediol (152142-03-5)

Guidance literature:

With cells of C_. albicans CCT 0776; In ethanol; water; at 30 ℃;

DOI:10.1016/j.molcatb.2014.08.018

Reference yield: 38.0%

4-Chlorostyrene oxide (2788-86-5) → (2S)-2-(4-chlorophenyl)oxirane (2788-86-5,21019-51-2,53649-47-1,97466-49-4) + (S)-1-(4-chlorophenyl)-1,2-ethanediol (7477-64-7,125803-26-1,147254-28-2) + (1R)-1-(4-chlorophenyl)-1,2-ethanediol (152142-03-5)

Guidance literature:

With (S,S)-[N,N-bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexane-diamino]cobalt(III) acetate; water; In tetrahydrofuran; at 0 - 20 ℃; for 48h;

DOI:10.1021/ja016737l

upstream raw materials:

4-vinylbenzyl chloride

Propionic acid (R)-2-(4-chloro-phenyl)-2-hydroxy-ethyl ester

Propionic acid (S)-1-(4-chloro-phenyl)-2-propionyloxy-ethyl ester

4-Chlorostyrene oxide

Downstream raw materials:

N-(5-(4-chlorophenyl)-4,5-dihydrobenzo[d]oxepin-2-yl)-N-methylmethanesulfonamide

4-((7S)-7-{[(2R)-2-(4-chlorophenyl)-2-hydroxyethyl]amino}-5,6,7,8-tetrahydro-2-naphthalenyl)-3-fluorobenzoic acid hydrochloride

C₃₀H₃₁ClFNO₅

C₃₁H₃₃ClFNO₅

Refernces

• 1、 Choi, Doo Seung,Han, Sang Seop,Kwueon, Eun Kyung,Choi, Han Young,Hwang, Soon Ho,Park, Yil Sung,Song, Choong Eui. "New mono-quarternized bis-Cinchona alkaloid ligands for asymmetric dihydroxylation of olefins in aqueous medium: Unprecedented high enantioselectivity and recyclability". . p. 2560 - 2564. Retrieved 2006.
• 2、 Li, Fu-Long,Qiu, Yan-Yan,Zheng, Yu-Cong,Chen, Fei-Fei,Kong, Xu–Dong,Xu, Jian-He,Yu, Hui-Lei. "Reprogramming Epoxide Hydrolase to Improve Enantioconvergence in Hydrolysis of Styrene Oxide Scaffolds". supporting information. p. 4699 - 4706. Retrieved 2020/09/21.
• 3、 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.