101219-73-2

Basic information

• Product Name: (S)-1-(4-FLUOROPHENYL)ETHANOL
• Synonyms: (S)-(-)-4-FLUORO-ALPHA-METHYLBENZYL ALCOHOL;(S)-(-)-1-(4-FLUOROPHENYL)ETHANOL;(S)-1-(4-FLUOROPHENYL)ETHANOL;S-PF-PEL;(S)-1-(4-Fluorophenyl)ethanol 98%;(S)-1-(4-Fluorophenyl)ethanol98%;(S)-4-Fluoro-α-methylbenzyl alcohol;(S)-(-)-4-Fluoro-alpha-methylbenzyl alcohol,95% (98% E.E.)%
• CAS NO: 101219-73-2
• Molecular Formula: C₈H₉FO
• Molecular Weight: 140.15
• Product Categories: Alcohols, Hydroxy Esters and Derivatives;Chiral Compounds;API intermediates;Alcohols;Aryl Fluorinated Building Blocks;Asymmetric Synthesis;Building Blocks;C8-C12;Chemical Synthesis;Chiral Building Blocks;Fluorinated Building Blocks;Organic Building Blocks;Organic Fluorinated Building Blocks;Other Fluorinated Organic Building Blocks
• Mol File: 101219-73-2.mol
• Article Data: 337

Chemical Properties

• Boiling Point: 216.2 °C at 760 mmHg
• Flash Point: 90.6 °C
• Appearance: clear colorless liquid
• Density: 1.111 g/mL at 25 °C
• Refractive Index: n20/D 1.502
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 14.36±0.20(Predicted)
• CAS DataBase Reference: (S)-1-(4-FLUOROPHENYL)ETHANOL(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-1-(4-FLUOROPHENYL)ETHANOL(101219-73-2)
• EPA Substance Registry System: (S)-1-(4-FLUOROPHENYL)ETHANOL(101219-73-2)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 36/37/38-20/21/22-22
• Safety Statements: 36/37/39-26
• WGK Germany: 3
• Hazardous Substances Data: 101219-73-2(Hazardous Substances Data)

Usage

Description

(S)-1-(4-FLUOROPHENYL)ETHANOL, also known as (S)-4-Fluoro-α-methylbenzyl alcohol, is a chiral compound characterized by a clear colorless liquid. It features a fluorophenyl group attached to an ethyl alcohol moiety, with the fluorine atom positioned at the para position on the phenyl ring. This unique structure endows it with specific chemical properties and potential applications in various fields.

Uses

Used in Pharmaceutical Industry:
(S)-1-(4-FLUOROPHENYL)ETHANOL is used as a starting material for the synthesis of MLN1251, a CCR5 antagonist. This application is crucial in the development of drugs targeting chemokine receptors, which play a significant role in immune responses and are implicated in various diseases, including HIV infection and inflammatory disorders.
Used in Chemical Research:
(S)-1-(4-FLUOROPHENYL)ETHANOL, along with its orthoand non-fluorine substituted analogs, is used to study the role of fluorine substitution in chiral discrimination in molecular complexes. This research is vital for understanding the impact of fluorine substitution on the stereochemistry and binding properties of molecules, which can guide the design of more effective drugs and materials.

InChI:InChI=1/C4H3F4I/c5-3(2-9)1-4(6,7)8/h1H,2H2/b3-1-

Upstream product

• 75-16-1 methylmagnesium bromide 
• 459-57-4 4-fluorobenzaldehyde 
• 1138077-60-7 2-(1-(4-fluorophenyl)ethyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 766-98-3 1-ethynyl-4-fluorobenzene 
• 403-42-9 1-(4-fluorophenyl)ethanone 
• 18511-62-1 (2S)-2-(4-fluorophenyl)oxirane 
• 126534-42-7 (S)-1-chloro-2-hydroxy-2-(p-fluorophenyl)ethane 
• 459-47-2 1-ethyl-4-fluorobenzene 
• 405-99-2 para-fluorostyrene 
• 403-41-8 1-(4-Fluorophenyl)ethanol 
• 101109-90-4 diphenylacetic acid vinyl ester 
• 75-24-1 trimethylaluminum 
• 108-05-4 vinyl acetate 
• 544-97-8 dimethyl zinc(II) 

Downstream Products

• 403-41-8 1-(4-Fluorophenyl)ethanol 
• 403-42-9 1-(4-fluorophenyl)ethanone 
• 1415088-81-1 1-(4-fluorophenyl)ethyl-phenylselane 
• 1076195-94-2 C₉H₁₁FO₃S 
• 1128105-86-1 C₁₅H₁₃BrFNO₃ 
• 1415088-80-0 1-(4-fluorophenyl)ethyl-phenylselane 
• 1076195-95-3 C₉H₁₁FO₃S 
• 1097209-11-4 C₂₆H₂₇ClF₂N₂O₂ 

Relevant articles and documents

Nickel-Catalyzed Enantioselective Hydroboration of Vinylarenes

The enantioselective hydroboration of vinylarenes catalyzed by a chiral, nonracemic nickel catalyst is presented as a facile method for generating chiral benzylic boronate esters. Various vinylarenes react with bis(pinacolato)diboron (B2pin2) in the presence of MeOH as a hydride source to form chiral boronate esters in up to 92% yield with up to 94% ee. The use of anhydrous Me4NF to activate B2pin2 is crucial for ensuring fast transmetalation to achieve high enantioselectivities.

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.

Dynamic Kinetic Resolution of Alcohols by Enantioselective Silylation Enabled by Two Orthogonal Transition-Metal Catalysts

A nonenzymatic dynamic kinetic resolution of acyclic and cyclic benzylic alcohols is reported. The approach merges rapid transition-metal-catalyzed alcohol racemization and enantioselective Cu-H-catalyzed dehydrogenative Si-O coupling of alcohols and hydrosilanes. The catalytic processes are orthogonal, and the racemization catalyst does not promote any background reactions such as the racemization of the silyl ether and its unselective formation. Often-used ruthenium half-sandwich complexes are not suitable but a bifunctional ruthenium pincer complex perfectly fulfills this purpose. By this, enantioselective silylation of racemic alcohol mixtures is achieved in high yields and with good levels of enantioselection.