(S)-2-Chloro-1-(4-fluorophenyl)ethanol

Base Information

• Chemical Name: (S)-2-Chloro-1-(4-fluorophenyl)ethanol
• CAS No.: 126534-42-7
• Molecular Formula: C8H8 Cl F O
• Molecular Weight: 174.602
• Hs Code.: 2906299090
• European Community (EC) Number: 824-863-5
• DSSTox Substance ID: DTXSID801254949
• Nikkaji Number: J1.843.863A
• Wikidata: Q76414958
• Mol file: 126534-42-7.mol

Synonyms:126534-42-7;(S)-2-CHLORO-1-(4-FLUOROPHENYL)ETHANOL;(1S)-2-chloro-1-(4-fluorophenyl)ethanol;(1S)-2-chloro-1-(4-fluorophenyl)ethan-1-ol;(S)-1-chloro-2-hydroxy-2-(p-fluorophenyl)ethane;SCHEMBL2298019;VTCREIYEGAGUDS-MRVPVSSYSA-N;Benzenemethanol, alpha-(chloromethyl)-4-fluoro-, (alphaS)-;DTXSID801254949;AKOS006284650;AS-68440;(S)-1-(4-Fluorophenyl)-2-chloroethanol;2-chloro-(1S)-1-(4-fluorophenyl)ethanol;CS-0062157;(S)-2-chloro-1-(4-fluorophenyl)ethan-1-ol;(s)-2-chloro-4'-fluoro-1-phenylethan-1-ol;EN300-182072;(alphaS)-alpha-(Chloromethyl)-4-fluorobenzenemethanol

Chemical Property of (S)-2-Chloro-1-(4-fluorophenyl)ethanol

Chemical Property:

• Boiling Point: 256.6±25.0 °C(Predicted)
• PKA: 13.14±0.20(Predicted)
• PSA: 20.23000
• Density: 1.282±0.06 g/cm3(Predicted)
• LogP: 2.09790
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 174.0247707
• Heavy Atom Count: 11
• Complexity: 113

Purity/Quality:

99.5% ^*data from raw suppliers

(1S)-2-chloro-1-(4-fluorophenyl)ethan-1-ol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C(CCl)O)F
• Isomeric SMILES: C1=CC(=CC=C1[C@@H](CCl)O)F

Technology Process of (S)-2-Chloro-1-(4-fluorophenyl)ethanol

There total 12 articles about (S)-2-Chloro-1-(4-fluorophenyl)ethanol 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: 99.0%

2-Chloro-4'-fluoroacetophenone (456-04-2) → (S)-1-chloro-2-hydroxy-2-(p-fluorophenyl)ethane (126534-42-7,134356-70-0)

Guidance literature:

With bis(1,5-cyclooctadiene)diiridium(I) dichloride; f-amphox; hydrogen; potassium carbonate; In ethanol; hexane; at 25 - 30 ℃; for 4h; under 38002.6 Torr; enantioselective reaction; Inert atmosphere; Glovebox; Autoclave;

DOI:10.1002/adsc.201800267

Reference yield:

2-Chloro-4'-fluoroacetophenone (456-04-2) → (S)-1-chloro-2-hydroxy-2-(p-fluorophenyl)ethane (126534-42-7,134356-70-0) + [R]-1-chloro-2-(4-fluorophenyl)-2-ethanol (126534-43-8,134356-70-0)

Guidance literature:

With benzo[1,3,2]dioxaborole; chiral boron-bis(oxazoline) derivative; In dichloromethane; at 25 ℃; for 48h;

DOI:10.1002/ejoc.200600133

Reference yield:

(R,S)-2-chloro-1-(4-fluorophenyl)ethyl acetate → (S)-1-chloro-2-hydroxy-2-(p-fluorophenyl)ethane (126534-42-7,134356-70-0) + (R)-1-chloro-2-acetoxy-2-(p-fluorophenyl)ethane

Guidance literature:

With Candida antarctica lipase B; In aq. phosphate buffer; at 45 ℃; for 6h; pH=7; enantioselective reaction; Enzymatic reaction;

DOI:10.1016/j.mcat.2020.110819

upstream raw materials:

S-(+)-2-chloro-1-(4-fluorophenyl)ethanol acetate

4-chlorophenyl acetate

2-Chloro-1-(4-fluorophenyl)ethanol

2-Chloro-4'-fluoroacetophenone

Downstream raw materials:

N-benzyl-2-chloro-N-[(2S)-2-(4-fluorophenyl)-2-hydroxyethyl]acetamide

(2S)-2-(4-fluorophenyl)morpholine hydrochloride

(2S)-4-benzyl-2-(4-fluorophenyl)morpholine

UDA-680

Refernces

• 1、 Escot, Lorena,González-Granda, Sergio,Gotor-Fernández, Vicente,Lavandera, Iván. "Unmasking the Hidden Carbonyl Group Using Gold(I) Catalysts and Alcohol Dehydrogenases: Design of a Thermodynamically-Driven Cascade toward Optically Active Halohydrins". . p. 2552 - 2560. Retrieved 2022/02/16.
• 2、 Ibn Majdoub Hassani, Fatima Zohra,Amzazi, Saaid,Kreit, Joseph,Lavandera, Iván. "Deep Eutectic Solvents as Media in Alcohol Dehydrogenase-Catalyzed Reductions of Halogenated Ketones". . p. 832 - 836. Retrieved 2019/12/24.