403-42-9

Basic information

• Product Name: 4-Fluoroacetophenone
• Synonyms: Acetophenone, 4'-fluoro-;para-Fluoroacetophenone;P-FLUOROACETOPHENONE;LABOTEST-BB LT01148215;1-(4-FLUOROPHENYL)ETHANONE;4-FLUOROCETOPHENONE;4'-FLUOROACETOPHENONE;4-FLUOROACETOPHENONE
• CAS NO: 403-42-9
• Molecular Formula: C₈H₇FO
• Molecular Weight: 138.14
• EINECS: 206-960-9
• Product Categories: Aromatic Acetophenones & Derivatives (substituted);Organics;ketone;Fluorobenzene;Benzenes;Adehydes, Acetals & Ketones;Fluorine Compounds;C7 to C8;Carbonyl Compounds;Ketones;Acetophenone series
• Mol File: 403-42-9.mol
• Article Data: 379

Chemical Properties

• Melting Point: 4 °C
• Boiling Point: 77-78 °C10 mm Hg(lit.)
• Flash Point: 160 °F
• Appearance: Clear colorless to slightly yellow/Liquid
• Density: 1.143 g/mL at 20 °C(lit.)
• Refractive Index: n20/D 1.511(lit.)
• Storage Temp.: 2-8°C
• Solubility: Chloroform, Ethyl Acetate
• BRN: 386013
• CAS DataBase Reference: 4-Fluoroacetophenone(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Fluoroacetophenone(403-42-9)
• EPA Substance Registry System: 4-Fluoroacetophenone(403-42-9)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-23
• WGK Germany: 3
• TSCA: T
• HazardClass: IRRITANT
• Hazardous Substances Data: 403-42-9(Hazardous Substances Data)

Usage

Chemical Properties

Clear colorless to slightly yellow liquid

Uses

Different sources of media describe the Uses of 403-42-9 differently. You can refer to the following data:
1. 4’Fluoroacetophenone is an intermediate used for the synthetic preparation of various pharmaceutical good and agricultural products.
2. 4-Fluoroacetophenone can be used as organic synthesis intermediates and pharmaceutical intermediates, mainly used in laboratory research and development processes and chemical production processes.
3. 4’-Fluoroacetophenone is an intermediate used for the synthetic preparation of various pharmaceutical good and agricultural products.

Synthesis

General procedure: Oximes (1.0 mmol), Amberlyst-15 (0.02 g), FPA53-NO2(0.02 g), and solvent (1.5 mL) were introduced into a 25-cm-high, 90-mL autoclave with a glass tube inside equipped with magnetic stirrer (Scheme 2). Then the autoclave was charged with oxygen to 0.1 MPa. The reaction mixture was stirred at desirable temperature for special time. Progress of the reaction was monitored by thin-layer chromatography (TLC) or gas chromatography (GC). After the reaction, the resin (Amberlyst-15 and FPA53-NO2) was separated from the reaction mixture by filtration and extracted with 3 mL CH3CN (2 1.5 ml). The solvent was removed under reduced pressure. The residue was further purified by column chromatography on silica gel (300 mesh) with hexane/ethyl acetate to give the corresponding carbonyl compounds.

Upstream product

• 462-06-6 fluorobenzene 
• 108-24-7 acetic anhydride 
• 403-43-0 4-fluorobenzoyl chloride 
• 60-29-7 diethyl ether 
• 352-13-6 4-flourophenylmagnesium bromide 
• 75-05-8 acetonitrile 
• 73585-52-1 1-(1,1-dimethoxyethyl)-4-fluorobenzene 
• 111278-45-6 (4-Acetylphenyl)diazo phenyl sulfide 
• 456-04-2 2-Chloro-4'-fluoroacetophenone 
• 100-12-9 4-ethylnitrobenzene 
• 111662-72-7 1-(4-fluorophenyl)ethyl methyl ether 
• 459-47-2 1-ethyl-4-fluorobenzene 
• 352-34-1 4-fluoro-1-iodobenzene 
• 527-21-9 2,3,5,6-tetrafluoro-1,4-benzoquinone 

Downstream Products

• 1543-31-3 6-fluoro-2-(4-fluorophenyl)quinoline-4-carboxylic acid 
• 446-94-6 7-chloro-2-(4-fluoro-phenyl)-quinoline-4-carboxylic acid 
• 391-23-1 6-bromo-2-(4-fluoro-phenyl)-quinoline-4-carboxylic acid 
• 21813-62-7 4-(4-Fluorphenyl)-2-morpholino-4-oxo-butansaeure 
• 119924-92-4 1-<4-(2-methyl-1H-imidazol-1-yl)phenyl>ethanone 
• 154374-24-0 3-<3-(4-fluorophenyl)-3-oxo-propene-1-yl>-2-phenyl-indole 
• 28081-11-0 3-(2-chlorophenyl)-1-(4-fluorophenyl)prop-2-en-1-one 
• 452332-71-7 (2E)-3-(2-chlorophenyl)-1-(4-fluorophenyl)prop-2-en-1-one 
• 73585-52-1 1-(1,1-dimethoxyethyl)-4-fluorobenzene 
• 34837-84-8 4-fluorobenzeneacetic acid methyl ester 
• 247179-37-9 1-(4-fluorophenyl)-2-methoxyethan-1-one 
• 7119-12-2 2-(4-fluorophenyl)-2-butanol 
• 124770-61-2 4-(4-Acetyl-phenoxy)-benzoic acid ethyl ester 
• 402-41-5 4-fluorocumyl alcohol 

Relevant articles and documents

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Selective Activation of Unstrained C(O)-C Bond in Ketone Suzuki-Miyaura Coupling Reaction Enabled by Hydride-Transfer Strategy

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Aryl and heteroaryl fluorides are growing to be dominant motifs in pharmaceuticals and agrochemicals, yet they are rare in both nature and commodity chemicals. As a consequence, there is an increasingly urgent need to develop mild, cost-effective, and scalable methods for fluorination. The most straightforward route to synthesize aryl fluorides is through the halide exchange "halex"reaction, but conditions, cost, and atom economy preclude most available methods from large-scale manufacturing processes. We report a new approach that leverages the cooperative action of 18-crown-6 ether and tetramethylammonium chloride to catalytically access the reactivity of tetramethylammonium fluoride and achieve halex fluorinations under mild conditions with operational ease. The described methodology readily converts both heteroaryl chlorides and aryl triflates to their corresponding (hetero)aryl fluorides in high yields and purities.