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

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.

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.

Method for synthesizing chiral secondary alcohol compound

The invention discloses a method for synthesizing a chiral secondary alcohol compound. The method comprises the following step of: reacting a ketone compound in an aprotic organic solvent at room temperature and inert gas atmosphere under the action of a chiral cobalt catalyst and an activating agent by taking a combination of bis(pinacolato)diboron and alcohol or water as a reducing agent to obtain the chiral secondary alcohol compound. According to the method disclosed by the invention, a combination of pinacol diborate and alcohol or water which are cheap, stable and easy to obtain is taken as a reducing agent, and a ketone compound is efficiently reduced to synthesize a corresponding chiral secondary alcohol compound in an aprotic organic solvent under the action of a chiral cobalt catalyst; in a chiral cobalt catalyst adopted by the method, when a chiral ligand is PAOR, an activating agent is NaBHEt3 or NaOtBu and an adopted raw material is aromatic ketone, the yield is 80% or above, and the optical purity is 90% or above; and when the adopted raw material is alkane ketone, the yield can reach 70% or above, and the optical purity can reach 80% or above.