(R)-1-(2-Fluorophenyl)ethanol

Base Information

• Chemical Name: (R)-1-(2-Fluorophenyl)ethanol
• CAS No.: 162427-79-4
• Molecular Formula: C8H9 F O
• Molecular Weight: 140.157
• Hs Code.: 2906290090
• European Community (EC) Number: 689-112-4
• DSSTox Substance ID: DTXSID70381252
• Nikkaji Number: J1.107.183J
• Wikidata: Q72475838
• Mol file: 162427-79-4.mol

Synonyms:(R)-1-(2-Fluorophenyl)ethanol;162427-79-4;(1R)-1-(2-fluorophenyl)ethanol;(R)-1-(2-fluoro-phenyl)-ethanol;(R)-1-(2-fluorophenyl)ethan-1-ol;MFCD03092991;(R)-1-(2-Ffluorophenyl)ethanol;SCHEMBL342468;(r)-1-(o-fluorophenyl)ethanol;DTXSID70381252;SXFYVXSOEBCFLV-ZCFIWIBFSA-N;SC1254;AKOS010366355;AS-54589;CS-0085730;Benzenemethanol, 2-fluoro-a-methyl-, (aR)-;(?R)-2-Fluoro-?-methylbenZenemethanol, 98%

Chemical Property of (R)-1-(2-Fluorophenyl)ethanol

Chemical Property:

• Vapor Pressure: 0.297mmHg at 25°C
• Boiling Point: 193.1°Cat760mmHg
• Flash Point: 87.9°C
• PSA: 20.23000
• Density: 1.123g/cm³
• LogP: 1.87900
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 140.063743068
• Heavy Atom Count: 10
• Complexity: 105

Purity/Quality:

99% ^*data from raw suppliers

(R)-1-(2-Fluorophenyl)ethanol ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C1=CC=CC=C1F)O
• Isomeric SMILES: C[C@H](C1=CC=CC=C1F)O
• Uses: (R)-1-(2-Fluorophenyl)ethanol is a building block used in the synthesis of orally active lysophosphatidic acid receptor-1 antagonists.

Technology Process of (R)-1-(2-Fluorophenyl)ethanol

There total 18 articles about (R)-1-(2-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'-Fluoroacetophenone (445-27-2) → (1S)-1-(2-fluorophenyl)ethanol (171032-87-4) + (R)-1-(2-fluorophenyl)ethanol (162427-79-4)

Guidance literature:

With RuBr₂[(S,S)-2,4-bis(diphenylphosphino)pentane](2-picolylamine); potassium tert-butylate; hydrogen; In ethanol; at 40 ℃; for 19h; under 7600.51 Torr; Inert atmosphere; Autoclave;

Reference yield: 100.0%

2'-Fluoroacetophenone (445-27-2) → (R)-1-(2-fluorophenyl)ethanol (162427-79-4)

Guidance literature:

With (S,S)-RuCl₂(2,2'-bis(di-3,5-xylylphosphino)-1,1'-binaphthyl)(1,1-dianisyl-2-isopropyl-1,2-ethylenediamine); potassium tert-butylate; hydrogen; In isopropyl alcohol; at 26 - 30 ℃; for 13h; under 6080 Torr;

DOI:10.1021/ja983257u

Reference yield: 97.0%

→ (1S)-1-(2-fluorophenyl)ethanol (171032-87-4) + (R)-1-(2-fluorophenyl)ethanol (162427-79-4)

Guidance literature:

With C₃₆H₂₈FeMnN₂O₃P⁽¹⁺⁾*Br^(1-); potassium carbonate; In ethanol; at 20 ℃; for 0.0833333h; Glovebox;

With hydrogen; In ethanol; at 50 ℃; for 16h; under 22502.3 Torr; Glovebox; Autoclave;

upstream raw materials:

2'-Fluoroacetophenone

2-fluorostyrene

1-(2-fluorophenyl)ethanol

trimethylaluminum

Downstream raw materials:

(R)-1-{4'-[5-((1-(2-fluorophenyl)ethoxy)carbonylamino)-1-methyl-1H-pyrazol-4-yl]-biphenyl-4-yl}-cyclopropanecarboxylic acid

[3-(4-bromo-phenyl)-5-methyl-isoxazol-4-yl]-carbamic acid (R)-1-(2-fluoro-phenyl)-ethyl ester

(4'-{4-[(R)-1-(2-fluoro-phenyl)-ethoxycarbonylamino]-5-methyl-isoxazol-3-yl}-biphenyl-4-yl)-acetic acid

Refernces

• 1、 Lou, Lan-Lan,Li, Shanshan,Du, Huanling,Zhang, Jiong,Yu, Wenjun,Yu, Kai,Liu, Shuangxi. "Short-Mesochannel SBA-15-Supported Chiral 9-Amino Epicinchonine for Asymmetric Transfer Hydrogenation of Aromatic Ketones". . p. 1199 - 1207. Retrieved 2016.
• 2、 -. "Novel non-metal catalyst for catalyzing asymmetric hydrogenation of ketone and alpha, beta-unsaturated ketone". Paragraph 0144-0149. . Retrieved 2021/04/26.
• 3、 Yang, Zeyu,Fu, Hengwei,Ye, Wenjie,Xie, Youyu,Liu, Qinghai,Wang, Hualei,Wei, Dongzhi. "Efficient asymmetric synthesis of chiral alcohols using high 2-propanol tolerance alcohol dehydrogenase: Sm ADH2 via an environmentally friendly TBCR system". . p. 70 - 78. Retrieved 2020/01/21.