367-27-1

Basic information

• Product Name: 2,4-Difluorophenol
• Synonyms: 2,4-Difluorophenol 98%;4-Difluorophenol;2,4- twodifluoro phenol;2,4-Difluorophenol 98%, 4-Difluorophenol 98%;2,4-DIFLUOROPHENOL;Phenol, 2,4-difluoro-;2,4-Difluorophenol, 98+%;2,4-Difluorophenol, 99+%
• CAS NO: 367-27-1
• Molecular Formula: C₆H₄F₂O
• Molecular Weight: 130.09
• EINECS: 206-688-0
• Product Categories: Fluoro-Aromatics;Aromatic Phenols;Fluorobenzene;Phenol&Thiophenol&Mercaptan;Fluorophenols;Organic Building Blocks;Oxygen Compounds;Phenols;Heterocyclic Acids,Quinolines
• Mol File: 367-27-1.mol
• Article Data: 18

Chemical Properties

• Melting Point: 22.4 °C(lit.)
• Boiling Point: 52-53 °C19 mm Hg(lit.)
• Flash Point: 134 °F
• Appearance: clear yellow-green liquid after melting
• Density: 1.362 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.486(lit.)
• Storage Temp.: Flammables area
• PKA: 8.72±0.18(Predicted)
• Water Solubility: slightly soluble
• BRN: 1934803
• CAS DataBase Reference: 2,4-Difluorophenol(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4-Difluorophenol(367-27-1)
• EPA Substance Registry System: 2,4-Difluorophenol(367-27-1)

Safety Data

• Hazard Codes: Xn,Xi,C,F
• Statements: 20/21/22-37/38-41-34-11-36/37/38
• Safety Statements: 26-36/37/39-45-16
• RIDADR: 1992
• WGK Germany: 3
• HazardClass: 3
• PackingGroup: III
• Hazardous Substances Data: 367-27-1(Hazardous Substances Data)

Usage

Description

2,4-Difluorophenol is an organic compound characterized by the presence of two fluorine atoms at the 2nd and 4th positions of the phenol molecule. It is a clear yellow-green liquid after melting and serves as a versatile building block in the synthesis of various pharmaceutical compounds and other specialty chemicals.

Uses

Used in Pharmaceutical Synthesis:
2,4-Difluorophenol is used as an organic building block for the synthesis of various pharmaceutical compounds, including antivirulence agents. Its unique structure contributes to the development of new drugs targeting specific biological pathways.
Used in Antiviral Applications:
In the field of virology, 2,4-Difluorophenol is utilized in the synthesis of new α-Phenoxyacetamide derivatives, which act against the type III secretion system of Pseudomonas aeruginosa PAO1, a gram-negative bacteria. This application highlights its potential in developing novel treatments for bacterial infections.
Used in Fluorescent Dye Synthesis:
2,4-Difluorophenol serves as a starting reagent in the synthesis of 3-carboxy-6,8-difluoro-7-hydroxycoumarin (Pacific Blue), a fluorinated fluorescent dye. This dye is widely used in various applications, including cell staining, microscopy, and other fluorescence-based assays, due to its distinct spectral properties.
Used in Chemical Research:
As a chemical intermediate, 2,4-Difluorophenol is also used in the synthesis of other complex organic molecules for research purposes. Its reactivity and structural features make it a valuable compound in the development of new materials and chemical entities.

InChI:InChI=1/C6H4F2O/c7-4-1-2-6(9)5(8)3-4/h1-3,9H

Upstream product

• 452-10-8 2,4-difluoro-1-methoxybenzene 
• 367-25-9 2,4-difluorophenylamine 
• 108-95-2 phenol 
• 372-18-9 1,3-Difluorobenzene 
• 399-44-0 2-(2,4-difluorophenoxy)acetic acid 
• 10034-85-2 hydrogen iodide 
• 144025-03-6 2,4-difluorophenylboronic acid 
• 364-83-0 2',4'-difluoroacetophenone 
• 1550-35-2 2,4-difluorobenzaldehyde 
• 446-35-5 2,4-Difluoronitrobenzene 
• 132303-32-3 1-(tert-butyldimethylsilyloxy)-2,4-difluorobenzene 
• 540-36-3 para-difluorobenzene 
• 348-57-2 2,4-difluorobromobenzene 

Downstream Products

• 777-28-6 3-(2,4-difluoro-phenoxy)-propionic acid 
• 2267-99-4 2-chloro-4,6-difluoro-phenol 
• 98130-56-4 2-bromo-4,6-difluorophenol 
• 709-32-0 dichlorophosphoric acid-(2,4-difluoro-phenyl ester) 
• 399-44-0 2-(2,4-difluorophenoxy)acetic acid 
• 32861-99-7 C₁₃H₉F₂NO₄ 
• 32862-00-3 C₁₄H₁₁F₂NO₄ 
• 116687-14-0 1-[4-(2,4-Difluoro-phenoxy)-3-nitro-phenyl]-ethanone 
• 116686-91-0 3-(2,4-difluorophenoxy)-4-nitrobenzonitrile 
• 146139-80-2 3-(2,4-difluorophenoxy)-4-nitroacetanilide 
• 81614-72-4 5-(2,4-difluorophenoxy)-6-nitroindan 
• 146139-69-7 C₁₃H₆F₅NO₃ 
• 116686-85-2 3'-(2,4-difluorophenoxy)-4'-nitroacetophenone 
• 116686-89-6 1-[3-(2,4-Difluoro-phenoxy)-4-nitro-phenyl]-propan-1-one 

Relevant articles and documents

Trinuclear Mn2+/Zn2+based microporous coordination polymers as efficient catalysts foripso-hydroxylation of boronic acids

Two microporous coordination polymers based on hourglass trinuclear building units, [Mn3(bpdc)3(bpy)]·2DMF and [Zn3(bpdc)3(bpy)]·2DMF·4H2O (bpdc = 4,4′-biphenyl dicarboxylic acid, bpy = 4,4′-bipyridine), have been synthesized under solvothermal conditions employing DMF as the solvent. Each structure consists of two crystallographically distinct M2+(M1 and M2) centers that are connectedviacarboxylate bridges from six bpdc ligands, generating a trinuclear metal cluster, [M3(bpdc)3(bpy)]. Cluster representation of the structure resulted in an interpenetrated net of rarehextopological type. Catalytic activities of the CPs have been assessed for the oxidative hydroxylation of phenylboronic acids (PBAs) using aqueous hydrogen peroxide (H2O2). Various substituted aryl/hetero-arylboronic acids RB(OH)2[R = phenyl, 2,4-difluorophenyl, 4-aminophenyl, 2-thiopheneetc.] underwentipso-hydroxylation smoothly at room temperature to generate the corresponding phenols in excellent yields. The main advantages of this protocol are the aqueous medium reaction, heterogeneous catalytic system, and short reaction time with excellent yield.

Size-tunable ZnO nanotapes as an efficient catalyst for oxidative chemoselective C–B bond cleavage of arylboronic acids

Herein, we report a simple but effective chemical approach for the synthesis of size-tunable ZnO nanotapes by precipitation method in the presence of phytochemicals present in the flower extract of Lantana camara plant. The electron microscopic study confirmed that the size of ZnO nanotapes can be systematically controlled by varying the concentration of either flower extract or metal ions and the flower extract played the key role in controlling the growth of ZnO nanotapes. The phase and crystalline analysis was carried out by X-ray diffraction method which indicated that ZnO nanostructures are highly crystalline in nature and are free from any impurities. The synthesized ZnO nanostructures exhibited interesting optical properties as investigated by UV–vis absorption and photoluminescence spectroscopy. Further the surface functionalities affect the optical properties of ZnO nanostructures which possess relatively strong UV emissions; a blue emission and a green emission. The synthesized ZnO nanostructures showed excellent catalytic properties in the ipso-hydroxylation of different aryl/ hetero-arylboronic acid to phenol in a relatively greener reaction conditions. These catalysts are highly stable and are re-usable upto six cycles of ipso-hydroxylation without losing its catalytic properties.

Process for preparing phenol fluoride by amine catalytic method

The invention relates to a process for preparing phenol fluoride by amine catalytic method and belongs to the technical field of chemical synthesis.The process comprises: adding phenol and a catalyst sequentially into a reactor for heating, introducing fluorine-nitrogen mixed gas into the reactor for reacting, purging with nitrogen after reacting to obtain crude phenol fluoride, charging purging gas and reaction tail gas sequentially into an activated carbon absorber and a solid sodium lime absorber for adsorption, discharging finally obtained non-condensable gas at a great height, rectifying and separating the crude phenol fluoride to obtain o-fluorophenol, p-fluorophenol, 2,4-difluorophenol and 2,6-difluorophenol.The problem that an existing preparation process has low product yield, high solvent consumption, high cost and environmental pollution is solved herein, the process has the advantages of material conversion completeness, little byproduct and low production cost, no additional solvent is added to maintain a certain temperature range, cost is saved, and solvent loss is reduced.