371-41-5

Basic information

• Product Name: 4-Fluorophenol
• Synonyms: p-Fluorohenol;P-flrorophenol;p-Hydroxyfluorobenzene;Of fluorophenol;4-Fluorophenol, 99% 25GR;4-FLUOROPHENOL GR FOR ANALYSIS;Phenol, p-fluoro- (6CI,8CI);The fluorine phenol
• CAS NO: 371-41-5
• Molecular Formula: C₆H₅FO
• Molecular Weight: 112.1
• EINECS: 206-736-0
• Product Categories: Aromatic Phenols;Phenol&Thiophenol&Mercaptan;Building Blocks for Liquid Crystals;Functional Materials;Phenols (Building Blocks for Liquid Crystals);Pharmaceutical Intermediate;Organic Building Blocks;Oxygen Compounds;Phenols;organofluorine compounds;Aryl Fluorinated Building Blocks;Building Blocks;C6;C6 to C8;Chemical Synthesis;Fluorinated Building Blocks;Organic Building Blocks;Organic Fluorinated Building Blocks;Other Fluorinated Organic Building Blocks;Oxygen Compounds;alcohol| alkyl Fluorine;Pyridines;Liquid Crystal intermediates;Fluoro-Aromatics
• Mol File: 371-41-5.mol
• Article Data: 279

Chemical Properties

• Melting Point: 43-46 °C(lit.)
• Boiling Point: 185 °C(lit.)
• Flash Point: 155 °F
• Appearance: Yellow-beige to pink/Crystalline Solid
• Density: 1.22
• Vapor Pressure: 0.569mmHg at 25°C
• Refractive Index: 1.523
• Storage Temp.: Store below +30°C.
• Solubility: 80g/l
• PKA: 9.89(at 25℃)
• Water Solubility: 50 g/L
• Stability: Stable. Flammable. Incompatible with strong oxidizing agents.
• BRN: 1362752
• CAS DataBase Reference: 4-Fluorophenol(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Fluorophenol(371-41-5)
• EPA Substance Registry System: 4-Fluorophenol(371-41-5)

Safety Data

• Hazard Codes: Xn,C,T,F+
• Statements: 20/21/22-36/37/38-52/53
• Safety Statements: 26-37/39-61-36
• RIDADR: UN 2928 6.1/PG 2
• WGK Germany: 1
• RTECS: SL4550000
• F: 10-23
• TSCA: T
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 371-41-5(Hazardous Substances Data)

Usage

Chemical Properties

white to light yellow crystal powder

Uses

Different sources of media describe the Uses of 371-41-5 differently. You can refer to the following data:
1. Intermediates of Liquid Crystals
2. 4-Fluorophenol is a fluorinated phenolic compound with various applications as an starting reagent for the synthesis of pharmaceutical goods. It is widely used intermediate in the industrial production of pharmaceuticals cisapride and Sabeluzole from Janssen, Sorbinil from Pfizer, Progabide from Synthelabo.

Definition

ChEBI: 4-fluorophenol is a fluorophenol that is phenol in which the hydrogen para- to the hydroxy group has been replaced by a fluorine. It is a fluorophenol and a member of monofluorobenzenes.

Preparation

Acetyl hypofluorite also will fluoro-demetallate benzene derivatives, for example mercury derivatives of phenol gave 4-fluorophenol.

Synthesis Reference(s)

Tetrahedron, 52, p. 23, 1996 DOI: 10.1016/0040-4020(95)00867-8

Hazard

Irritant.

InChI:InChI=1/C6H5FO/c7-5-1-3-6(8)4-2-5/h1-4,8H

Upstream product

• 693-03-8 n-butyl magnesium bromide 
• 75-44-5 phosgene 
• 60-29-7 diethyl ether 
• 1514-26-7 1-(4-fluorophenoxy)-3-methylbenzene 
• 459-60-9 1-fluoro-4-methoxybenzene 
• 462-06-6 fluorobenzene 
• 93453-79-3 1-(4-hydroxyphenyl)ethanol 
• 1765-93-1 4-fluoroboronic acid 
• 371-40-4 4-fluoroaniline 
• 2714-93-4 4-fluorophenyl benzoate 
• 16222-41-6 tert-butyl 4-fluorophenyl ether 
• 1996-41-4 2-chloro-4-fluorophenol 
• 72358-72-6 methanesulfonic acid 4-fluorophenyl ester 
• 459-57-4 4-fluorobenzaldehyde 

Downstream Products

• 1579-78-8 3-(4-fluoro-phenoxy)propionic acid 
• 78550-50-2 5,5'-difluoro-2,2'-dihydroxy-diphenyl-methane 
• 394-32-1 1-(5-fluoro-2-hydroxyphenyl)ethan-1-one 
• 332-48-9 2-(4-fluorophenoxy)-ethylbromide 
• 1716-42-3 1-(3-chloropropoxy)-4-fluorobenzene 
• 405-90-3 3-(4-Fluorophenoxy)-1,2-propanediol 
• 459-06-3 1-fluoro-4-isopropoxybenzene 
• 405-77-6 1-(4-fluoro-phenoxy)-propan-2-ol 
• 92-69-3 4-Phenylphenol 
• 16221-44-6 1-Propargyloxy-3-<4-fluor-phenoxy>-propanol-(2) 
• 18840-04-5 trimethyl(4-fluorophenoxy)silane 
• 57641-37-9 1,3-Bis-(4-fluoro-phenoxy)-propan-2-one 
• 41346-39-8 chloroanhydride of the p-fluorophenyl ester of N,N-bis(2-chloroethyl)amidophosphoric acid 
• 42908-73-6 4-fluorophenyl chlorothionoformate 

Relevant articles and documents

Unexpected phenol production from arylboronic acids under palladium-free conditions; Organocatalyzed air oxidation

An intriguing class of quinones that efficiently catalyze the air oxidation (overall hydroxylation) of arylboronic acids to the corresponding phenol is reported. Autocatalysis in the parent system is particularly efficient and leads to rapid, quantitative synthesis of quinones such as 4 from boronic acid 1 at room temperature using air as stoichiometric oxidant. The efficiency results from a balance between two-stage conjugate addition and migration with each step driven by aromatization of a naphthalene fragment.

Decarboxylative Hydroxylation of Benzoic Acids

Herein, we report the first decarboxylative hydroxylation to synthesize phenols from benzoic acids at 35 °C via photoinduced ligand-to-metal charge transfer (LMCT)-enabled radical decarboxylative carbometalation. The aromatic decarboxylative hydroxylation is synthetically promising due to its mild conditions, broad substrate scope, and late-stage applications.

Catalyst-free rapid conversion of arylboronic acids to phenols under green condition

A catalyst-free and solvent-free method for the oxidative hydroxylation of aryl boronic acids to corresponding phenols with hydrogen peroxide as the oxidizing agent was developed. The reactions could be performed under green condition at room temperature within very short reaction time. 99% yield of phenol could be achieved in only 1 min. A series of different arenes substituted aryl boronic acids were further carried out in the hydroxylation reaction with excellent yield. It was worth nothing that the reaction could completed within 1 min in all cases in the presence of ethanol as co-solvent.

Isotruxene-based porous polymers as efficient and recyclable photocatalysts for visible-light induced metal-free oxidative organic transformations

Two new isotruxene-based porous polymers were prepared and demonstrated to be highly efficient, metal-free heterogeneous photocatalysts for oxidative transformations using air as the mild oxidant under visible-light irradiation. Both catalysts show excellent recyclability. In addition, the reactions can be performed in water, further indicating the greenness of this method. This journal is