162427-79-4

Basic information

• Product Name: (R)-1-(2-FLUOROPHENYL)ETHANOL
• Synonyms: R-OF-PEL;(R)-1-(2-FLUOROPHENYL)ETHANOL;Benzenemethanol, 2-fluoro-alpha-methyl-, (alphaR)- (9CI);(R)-1-(2-Ffluorophenyl)ethanol;(+)-1-(o-Fluorophenyl)ethanol;(alphaR)-2-Fluoro-alpha-methylbenzenemethanol;(1R)-1-(2-Fluorophenyl)ethan-1-ol;(R)-2-Fluoro-alpha-methylbenzyl alcohol
• CAS NO: 162427-79-4
• Molecular Formula: C₈H₉FO
• Molecular Weight: 140.15
• Product Categories: HALIDE;Alcohols, Hydroxy Esters and Derivatives;Chiral Compounds
• Mol File: 162427-79-4.mol
• Article Data: 91

Chemical Properties

• Boiling Point: 193℃
• Flash Point: 88℃
• Appearance: /
• Density: 1.123
• Vapor Pressure: 0.297mmHg at 25°C
• Refractive Index: 1.51
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: (R)-1-(2-FLUOROPHENYL)ETHANOL(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-1-(2-FLUOROPHENYL)ETHANOL(162427-79-4)
• EPA Substance Registry System: (R)-1-(2-FLUOROPHENYL)ETHANOL(162427-79-4)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• Hazardous Substances Data: 162427-79-4(Hazardous Substances Data)

Usage

Description

(R)-1-(2-FLUOROPHENYL)ETHANOL is an organic compound characterized by its fluorophenyl and ethyl functional groups. It is a chiral molecule, with the (R)-configuration indicating the specific arrangement of atoms in its structure. (R)-1-(2-FLUOROPHENYL)ETHANOL is known for its potential applications in the pharmaceutical and chemical industries due to its unique properties and reactivity.

Uses

Used in Pharmaceutical Industry:
(R)-1-(2-FLUOROPHENYL)ETHANOL is used as a building block for the synthesis of orally active lysophosphatidic acid receptor-1 (LPA1) antagonists. These LPA1 antagonists are important in the development of medications targeting various diseases and conditions, as they can modulate the biological effects of lysophosphatidic acid, a signaling molecule involved in cell proliferation, survival, and migration.
The application of (R)-1-(2-FLUOROPHENYL)ETHANOL in the synthesis of LPA1 antagonists is significant because it allows for the development of more effective and targeted treatments for conditions such as cancer, fibrosis, and cardiovascular diseases. By incorporating this compound into the structure of LPA1 antagonists, researchers can potentially improve the pharmacokinetic properties, bioavailability, and overall efficacy of these therapeutic agents.

InChI:InChI=1/C8H9FO/c1-6(10)7-4-2-3-5-8(7)9/h2-6,10H,1H3/t6-/m1/s1

Upstream product

• 394-46-7 2-fluorostyrene 
• 544-97-8 dimethyl zinc(II) 
• 446-52-6 2-Fluorobenzaldehyde 
• 445-26-1 1-(2-fluorophenyl)ethanol 
• 179242-97-8 ((1-(2-fluorophenyl)vinyl)oxy)trimethylsilane 
• 446-49-1 1-ethyl-2-fluorobenzene 
• 1796-63-0 1-<2-Fluorphenyl>-ethyl-acetat 
• 445-27-2 2'-Fluoroacetophenone 
• 67-63-0 isopropyl alcohol 
• 274-07-7 benzo[1,3,2]dioxaborole 
• 75-16-1 methylmagnesium bromide 
• 75-24-1 trimethylaluminum 

Downstream Products

• 1396007-08-1 (R)-1-{4'-[5-((1-(2-fluorophenyl)ethoxy)carbonylamino)-1-methyl-1H-pyrazol-4-yl]-biphenyl-4-yl}-cyclopropanecarboxylic acid 
• 1265631-08-0 [3-(4-bromo-phenyl)-5-methyl-isoxazol-4-yl]-carbamic acid (R)-1-(2-fluoro-phenyl)-ethyl ester 
• 1265629-90-0 (4'-{4-[(R)-1-(2-fluoro-phenyl)-ethoxycarbonylamino]-5-methyl-isoxazol-3-yl}-biphenyl-4-yl)-acetic acid 
• 1228690-15-0 [5-(4-bromo-3-methyl-phenyl)-3-methyl-isoxazol-4-yl]-carbamic acid (R)-1-(2-fluoro-phenyl)-ethyl ester 

Relevant articles and documents

Iron(II) Complexes Containing Chiral Unsymmetrical PNP′ Pincer Ligands: Synthesis and Application in Asymmetric Hydrogenations

Four new chiral PNP′ pincer ligands with a scaffold consisting of a planar chiral ferrocene and a centro chiral aliphatic unit were synthesized and characterized. Treatment of anhydrous FeBr2(THF)2 with 1 equiv of the unsymmetrical chiral PNP′ pincer ligands afforded complexes of the general formula [Fe(PNP′)Br2]. In the solid state these complexes adopt a tetrahedral geometry with the PNP′ ligands coordinated in a ?°2P,N-fashion, as shown by X-ray crystallography. These complexes react with CO in the presence of NaBH4 to yield hydride complexes of the type [Fe(PNP′)(H)(Br)(CO)], which were isolated and tested as catalysts in the asymmetric hydrogenation of ketones. Enantioselectivities of up to 81% ee were obtained.

The enantioselective reduction of 2′-fluoroacetophenone utilizing a simplified CBS-reduction procedure

We have developed a practical, non-enzymatic, catalytic process for the enantioselective reduction of 2′-fluoroacetophenone. A number of catalysts were screened for the oxazaborolidine-type reduction of this ketone to obtain an optimized system. We have s

Tridentate nitrogen phosphine ligand containing arylamine NH as well as preparation method and application thereof

The invention discloses a tridentate nitrogen phosphine ligand containing arylamine NH as well as a preparation method and application thereof, and belongs to the technical field of organic synthesis. The tridentate nitrogen phosphine ligand disclosed by the invention is the first case of tridentate nitrogen phosphine ligand containing not only a quinoline amine structure but also chiral ferrocene at present, a noble metal complex of the type of ligand shows good selectivity and extremely high catalytic activity in an asymmetric hydrogenation reaction, meanwhile, a cheap metal complex of the ligand can also show good selectivity and catalytic activity in the asymmetric hydrogenation reaction, and is very easy to modify in the aspects of electronic effect and space structure, so that the ligand has huge potential application value. A catalyst formed by the ligand and a transition metal complex can be used for catalyzing various reactions, can be used for synthesizing various drugs, and has important industrial application value.

C1-Symmetric PNP Ligands for Manganese-Catalyzed Enantioselective Hydrogenation of Ketones: Reaction Scope and Enantioinduction Model

A family of ferrocene-based chiral PNP ligands is reported. These tridentate ligands were successfully applied in Mn-catalyzed asymmetric hydrogenation of ketones, giving high enantioselectivities (92%～99% ee for aryl alkyl ketones) as well as high efficiencies (TON up to 2000). In addition, dialkyl ketones could also be hydrogenated smoothly. Manganese intermediates that might be involved in the catalytic cycle were analyzed. DFT calculation was carried out to help understand the chiral induction model. The Mn/PNP catalyst could discriminate two groups with different steric properties by deformation of the phosphine moiety in the flexible 5-membered ring.