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

• 403-42-9 1-(4-fluorophenyl)ethanone 
• 18511-62-1 R-(-)-2-(4-fluorophenyl)oxirane 
• 126534-43-8 [R]-1-chloro-2-(4-fluorophenyl)-2-ethanol 
• 170876-34-3 C₁₄H₂₃FO₃Si 
• 403-41-8 1-(4-Fluorophenyl)ethanol 
• 108-24-7 acetic anhydride 
• 459-47-2 1-ethyl-4-fluorobenzene 
• 405-99-2 para-fluorostyrene 
• 67-63-0 isopropyl alcohol 
• 108-22-5 Isopropenyl acetate 
• 101109-90-4 diphenylacetic acid vinyl ester 
• 75-24-1 trimethylaluminum 
• 459-57-4 4-fluorobenzaldehyde 
• 108-05-4 vinyl acetate 

Downstream Products

• 1097209-11-4 C₂₆H₂₇ClF₂N₂O₂ 
• 1128105-86-1 C₁₅H₁₃BrFNO₃ 
• 403-41-8 1-(4-Fluorophenyl)ethanol 
• 403-42-9 1-(4-fluorophenyl)ethanone 
• 1240815-55-7 (S)-(-)-1-(4-fluorophenyl)ethyl N,N-diisopropylcarbamate 
• 1357267-25-4 1-((S)-1-allyloxyethyl)-4-fluorobenzene 
• 1369487-30-8 (R)-N-benzyl-1-(4-(1-(4-fluorophenyl)ethyl)-4H-thieno[3,2-b]pyrrole-5-carbonyl)piperidine-4-carboxamide 
• 1369487-46-6 (R)-ethyl 1-(4-(1-(4-fluorophenyl)ethyl)-4H-thieno[3,2-b]pyrrole-5-carbonyl)piperidine-4-carboxylate 
• 1369487-44-4 (R)-methyl 4-(1-(4-fluorophenyl)ethyl)-4H-thieno[3,2-b]pyrrole-5-carboxylate 
• 1415088-81-1 1-(4-fluorophenyl)ethyl-phenylselane 
• 1076195-94-2 C₉H₁₁FO₃S 
• 1418717-83-5 (R)-methyl 1-(1-(4-fluorophenyl)ethyl)-6-methyl-4-(p-tolyl)-1H-pyrrolo[2,3-b]pyridine-5-carboxylate 

Relevant articles and documents

Cinchona-Alkaloid-Derived NNP Ligand for Iridium-Catalyzed Asymmetric Hydrogenation of Ketones

Most ligands applied for asymmetric hydrogenation are synthesized via multistep reactions with expensive chemical reagents. Herein, a series of novel and easily accessed cinchona-alkaloid-based NNP ligands have been developed in two steps. By combining [Ir(COD)Cl]2, 39 ketones including aromatic, heteroaryl, and alkyl ketones have been hydrogenated, all affording valuable chiral alcohols with 96.0-99.9% ee. A plausible reaction mechanism was discussed by NMR, HRMS, and DFT, and an activating model involving trihydride was verified.

One-Pot Chemoenzymatic Conversion of Alkynes to Chiral Amines

A one-pot chemoenzymatic sequential cascade for the synthesis of chiral amines from alkynes was developed. In this integrated approach, just ppm amounts of gold catalysts enabled the conversion of alkynes to ketones (>99%) after which a transaminase was used to catalyze the production of biologically valuable chiral amines in a good yield (up to 99%) and enantiomeric excess (>99%). A preparative scale synthesis of (S)-methylbenzylamine and (S)-4-methoxy-methylbenzylamine from its alkyne form gave a yield of 59 and 92%, respectively, withee> 99%.

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.