(R)-1-(2,6-dichloro-3-fluorophenyl)ethanol

Base Information

• Chemical Name: (R)-1-(2,6-dichloro-3-fluorophenyl)ethanol
• CAS No.: 330156-50-8
• Molecular Formula: C8H7Cl2FO
• Molecular Weight: 209.047
• Hs Code.: 2906299090
• European Community (EC) Number: 808-063-3
• DSSTox Substance ID: DTXSID10463001
• Nikkaji Number: J2.892.172A
• Wikidata: Q72466294
• Mol file: 330156-50-8.mol

Synonyms:(R)-1-(2,6-dichloro-3-fluorophenyl)ethanol;330156-50-8;(1R)-1-(2,6-dichloro-3-fluorophenyl)ethanol;(1R)-1-(2,6-dichloro-3-fluorophenyl)ethan-1-ol;C8H7Cl2FO;(R)-1-(2,6-Dichloro-3-fluorophenyl)-ethanol;MFCD09863794;1-(2,6-Dichloro-3-fluoro-phenyl)-ethanol;(R)-1-(2,6-dichloro-3-fluorophenyl)ethan-1-ol;1R)-1-(2,6-Dichloro-3-fluorophenyl)ethan-1-ol;(R)-2,6-Dichloro-3-fluoro-|A-methylbenzyl Alcohol;SCHEMBL2419732;DTXSID10463001;JAOYKRSASYNDGH-SCSAIBSYSA-N;BCP04719;AKOS010366212;AKOS015840295;SS-4350;AC-25039;A5898;AM20060442;CS-0120032;D4577;EN300-52717;J-502117;(R)-2,6-Dichloro-3-fluoro-alpha-methylbenzyl Alcohol;Z234896719

Chemical Property of (R)-1-(2,6-dichloro-3-fluorophenyl)ethanol

Chemical Property:

• Vapor Pressure: 0.00589mmHg at 25°C
• Melting Point: 41.0 to 45.0 °C
• Refractive Index: 1.546
• Boiling Point: 261.3 °C at 760 mmHg
• PKA: 13.30±0.20(Predicted)
• Flash Point: 111.8 °C
• PSA: 20.23000
• Density: 1.406 g/cm³
• LogP: 3.18580
• Storage Temp.: 2-8°C
• Solubility.: soluble in Methanol
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 207.9857984
• Heavy Atom Count: 12
• Complexity: 156

Purity/Quality:

99% ^*data from raw suppliers

(R)-1-(2,6-Dichloro-3-fluorophenyl)ethanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C1=C(C=CC(=C1Cl)F)Cl)O
• Isomeric SMILES: C[C@H](C1=C(C=CC(=C1Cl)F)Cl)O
• Description: (R)-1-(2,6-Dichloro-3-fluorophenyl)ethanol is an alcohol derivative and can be used as a pharmaceutical intermediate.
• Uses: (R)-1-(2,6-Dichloro-3-fluorophenyl)ethanol is used in the synthesis of anti-tumor molecular targeted drug of Crizotinib (C785000).

Technology Process of (R)-1-(2,6-dichloro-3-fluorophenyl)ethanol

There total 10 articles about (R)-1-(2,6-dichloro-3-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',6'-dichloro-3'-fluoroacetophenone (290835-85-7) → (R)-1-(2,6-dichloro-3-fluorophenyl)ethan-1-ol (330156-50-8)

Guidance literature:

With RuBr₂[(R,R)-2,4-bis-(di-3,5-xylylphosphino)pentane]-(6-(p-tolyl)-2-pyridyl)methanamine; potassium tert-butylate; hydrogen; In isopropyl alcohol; at 40 ℃; for 21h; under 7600.51 Torr; Reagent/catalyst; Autoclave; Inert atmosphere;

Reference yield: 100.0%

2',6'-dichloro-3'-fluoroacetophenone (290835-85-7) → (S)‐1‐(2,6-dichloro-3-fluorophenyl)ethanol (877397-65-4) + (R)-1-(2,6-dichloro-3-fluorophenyl)ethan-1-ol (330156-50-8)

Guidance literature:

With RuBr₂[(S,S)-2,4-bis(diphenylphosphino)pentane](2-picolylamine); potassium tert-butylate; hydrogen; In isopropyl alcohol; at 40 ℃; for 21h; Autoclave; Inert atmosphere;

Reference yield: 76.7%

1-(2,6-dichloro-3-fluorophenyl)ethanol (756520-66-8) → (R)-1-(2,6-dichloro-3-fluorophenyl)ethan-1-ol (330156-50-8)

Guidance literature:

In Petroleum ether; at 40 ℃; for 5.25h; Inert atmosphere;

upstream raw materials:

2',6'-dichloro-3'-fluoroacetophenone

1-(2,6-dichloro-3-fluorophenyl)ethyl acetate

1-(2,6-dichloro-3-fluorophenyl)ethanol

Downstream raw materials:

C₁₂H₉Cl₃FN₃O

C₃₀H₃₄Cl₂FN₅O₇

{6-amino-5-[(2,6-dichloro-3-fluorophenyl)ethoxy]-pyridazin-3-yl}-N-(1-ethyl-6-oxo-1,6-dihydro-pyridin-3-yl)carboxamide

C₂₂H₂₅Cl₃FN₃O₅

Refernces

• 1、 -. "Novel synthesis method of crizotinib intermediate (by machine translation)". Paragraph 0023. . Retrieved 2021/01/04.
• 2、 Chen, Jiachen,Hou, Huacui,Ling, Fei,Nian, Sanfei,Wu, Feifei,Xu, Min,Yi, Xiao,Zhong, Weihui. "Manganese-Catalyzed Enantioselective Hydrogenation of Simple Ketones Using an Imidazole-Based Chiral PNN Tridentate Ligand". supporting information. p. 285 - 289. Retrieved 2020/02/18.