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 
• 405-99-2 para-fluorostyrene 
• 403-41-8 1-(4-Fluorophenyl)ethanol 
• 101109-90-4 diphenylacetic acid vinyl ester 
• 75-24-1 trimethylaluminum 
• 459-57-4 4-fluorobenzaldehyde 
• 108-05-4 vinyl acetate 
• 544-97-8 dimethyl zinc(II) 
• 456-04-2 2-Chloro-4'-fluoroacetophenone 
• 97-72-3 2-Methylpropionic anhydride 
• 137203-34-0 bis(trimethylaluminum)–1,4-diazabicyclo[2.2.2]octane adduct 
• 75-16-1 methylmagnesium bromide 

Downstream Products

• 1128105-68-9 C₁₃H₁₁FN₂O₃ 
• 172585-57-8 (R)-acetic acid 1-(4-fluoro-phenyl)-ethyl ester 
• 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 
• 1423567-80-9 C₁₈H₁₆F₄O₃ 
• 1415088-81-1 1-(4-fluorophenyl)ethyl-phenylselane 
• 1415088-80-0 1-(4-fluorophenyl)ethyl-phenylselane 
• 1076195-94-2 C₉H₁₁FO₃S 
• 1076195-95-3 C₉H₁₁FO₃S 

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.

Chiral Yolk-Shell MOF as an Efficient Nanoreactor for Asymmetric Catalysis in Organic-Aqueous Two-Phase System

It remains a great challenge to introduce large and efficient homogeneous asymmetric catalysts into MOFs and other microporous materials as well as retain their degrees of freedom. Herein, a new heterogeneous strategy of homogeneous chiral catalysts is proposed, that is, to construct a yolk-shell MOFs-confined, large-size, and highly efficient homogeneous chiral catalyst, which can be used as a nanoreactor for asymmetric catalytic reactions.

Visible-Light-Driven Catalytic Deracemization of Secondary Alcohols

Deracemization of racemic chiral compounds is an attractive approach in asymmetric synthesis, but its development has been hindered by energetic and kinetic challenges. Here we describe a catalytic deracemization method for secondary benzylic alcohols which are important synthetic intermediates and end products for many industries. Driven by visible light only, this method is based on sequential photochemical dehydrogenation followed by enantioselective thermal hydrogenation. The combination of a heterogeneous dehydrogenation photocatalyst and a chiral molecular hydrogenation catalyst is essential to ensure two distinct pathways for the forward and reverse reactions. These reactions convert a large number of racemic aryl alkyl alcohols into their enantiomerically enriched forms in good yields and enantioselectivities.