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

Base Information

• Chemical Name: (R)-2-Chloro-1-(4-fluorophenyl)ethanol
• CAS No.: 126534-43-8
• Molecular Formula: C8H8ClFO
• Molecular Weight: 174.602
• Hs Code.: 2906290090
• European Community (EC) Number: 824-591-7
• DSSTox Substance ID: DTXSID70486312
• Nikkaji Number: J1.843.862C
• Wikidata: Q72451184
• Mol file: 126534-43-8.mol

Synonyms:(R)-2-Chloro-1-(4-fluorophenyl)ethanol;126534-43-8;(1R)-2-chloro-1-(4-fluorophenyl)ethanol;(1R)-2-chloro-1-(4-fluorophenyl)ethan-1-ol;Benzenemethanol, alpha-(chloromethyl)-4-fluoro-, (alphaR)-;(R)-2-chloro-1-(4-fluorophenyl)ethan-1-ol;SCHEMBL3405567;DTXSID70486312;VTCREIYEGAGUDS-QMMMGPOBSA-N;AKOS016843006;AC-25514;CS-0179428;(1R)-2-Chloro-1-(4-fluoro-phenyl)-ethanol;D97158;EN300-182071;A889411

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

Chemical Property:

• Refractive Index: 1.532
• Boiling Point: 256.6 °C at 760 mmHg
• PKA: 13.14±0.20(Predicted)
• Flash Point: 109 °C
• PSA: 20.23000
• Density: 1.282 g/cm³
• LogP: 2.09790
• Storage Temp.: 2-8°C
• 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:

99.3% ^*data from raw suppliers

(R)-2-Chloro-1-(4-fluorophenyl)ethanol ^*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 (R)-2-Chloro-1-(4-fluorophenyl)ethanol

There total 12 articles about (R)-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: 100.0%

2-Chloro-4'-fluoroacetophenone (456-04-2) → [R]-1-chloro-2-(4-fluorophenyl)-2-ethanol (126534-43-8,134356-70-0)

Guidance literature:

2-Chloro-4'-fluoroacetophenone; With borane-THF; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole; In tetrahydrofuran; at 20 ℃; for 105h; Inert atmosphere;

With methanol; In tetrahydrofuran; Inert atmosphere;

Reference yield: 94.0%

1-(chloroethynyl)-4-fluorobenzene (1737-34-4) → [R]-1-chloro-2-(4-fluorophenyl)-2-ethanol (126534-43-8,134356-70-0)

Guidance literature:

With chloro([(S,2S)-(?)-2-amino-1,2-diphenylethyl](4-toluenesulfonyl)amido)(mesitylene)ruthenium (II); formic acid; [2,5-bis(2,6-diisopropylphenyl)cyclopent-3-en-1-yl]{1,1,1-trifluoro-N-[(trifluoromethyl)sulfonyl]methylsulfonamido}gold; water; triethylamine; In 1,2-dichloro-ethane; at 20 ℃; for 14h; enantioselective reaction;

DOI:10.1002/cctc.201500409

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

upstream raw materials:

Isopropenyl acetate

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

4-chlorophenyl acetate

2-Chloro-4'-fluoroacetophenone

Downstream raw materials:

(S)-1-(4-fluorophenyl)ethan-1-ol

R-(-)-2-(4-fluorophenyl)oxirane

(R)-2-amino-1-(4-fluoro-phenyl)-ethanol hydrochloride

(R)-2-(6-chloro-pyrimidin-4-ylamino)-1-(4-fluoro-phenyl)-ethanol

Refernces

• 1、 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.
• 2、 Yuki, Yamato,Touge, Taichiro,Nara, Hideki,Matsumura, Kazuhiko,Fujiwhara, Mitsuhiko,Kayaki, Yoshihito,Ikariya, Takao. "Selective Asymmetric Transfer Hydrogenation of α-Substituted Acetophenones with Bifunctional Oxo-Tethered Ruthenium(II) Catalysts". supporting information. p. 568 - 574. Retrieved 2017/12/13.