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

• 403-41-8 1-(4-Fluorophenyl)ethanol 
• 462-06-6 fluorobenzene 
• 108-24-7 acetic anhydride 
• 403-43-0 4-fluorobenzoyl chloride 
• 75-36-5 acetyl chloride 
• 60-29-7 diethyl ether 
• 352-13-6 4-flourophenylmagnesium bromide 
• 75-05-8 acetonitrile 
• 350-47-0 1-(4-acetylphenyl)diazonium tetrafluoroborate 
• 98516-45-1 (4-acetyl-phenyl)-dimethyl sulfonium ; methyl sulfate 
• 456-04-2 2-Chloro-4'-fluoroacetophenone 
• 121-45-9 phosphorous acid trimethyl ester 
• 122-52-1 triethyl phosphite 
• 403-29-2 2-bromo-4'-fluoroacetophenone 

Downstream Products

• 582-70-7 1-(4-fluoro-phenacyl)-pyridinium; iodide 
• 441-28-1 2-(4-fluorophenyl)-quinoline-4-carboxylic acid 
• 391-23-1 6-bromo-2-(4-fluoro-phenyl)-quinoline-4-carboxylic acid 
• 582-65-0 1-(4-fluorophenyl)-4,4,4-trifluoro-1,3-butanedione 
• 22966-25-2 (E)-1-(4-fluorophenyl)-3-phenyl-2-propen-1-one 
• 126443-11-6 4'-fluoro-4-methoxy-trans-chalcone 
• 339-23-1 1-(4-fluorophenyl)-1-phenylethan-1-ol 
• 565-31-1 2-(4-fluorophenyl)-2-methyl-1,3-dithiolane 
• 451-29-6 4,4,4-trichloro-1-(4-fluorophenyl)-3-hydroxybutan-1-one 
• 2805-55-2 2,4'-difluoro-trans-chalcone 
• 3792-93-6 (E)-1-(4-fluorophenyl)-3-(2-nitrophenyl)prop-2-en-1-one 
• 459-47-2 1-ethyl-4-fluorobenzene 
• 403-41-8 1-(4-Fluorophenyl)ethanol 
• 842-80-8 2,4-bis(4-fluorophenyl)thiophene 

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

A Rh(I)-catalyzed ketone Suzuki-Miyaura coupling reaction of benzylacetone with arylboronic acid is developed. Selective C(O)-C bond activation, which employs aminopyridine as a temporary directing group and ethyl vinyl ketone as a hydride acceptor, occurs on the alkyl chain containing a β-position hydrogen. A series of acetophenone products were obtained in yields up to 75%.

Visible-Light-Driven Selective Air-Oxygenation of C?H Bond via CeCl3 Catalysis in Water

Visible-light-induced C?H aerobic oxidation is an important chemical transformation that can be applied for the synthesis of aromatic ketones. High-cost catalysts and toxic solvents were generally needed in the present methodologies. Here, an efficient aqueous C?H aerobic oxidation protocol was reported. Through CeCl3-mediated photocatalysis, a series of aromatic ketones were produced in moderate to excellent yields. With air as the oxidant, this reaction could be performed under mild conditions in water and demonstrated high activity and functional group tolerance. This method is economical, highly efficient, and environmentally friendly, and it will provide inspiration for the development of aqueous photochemical synthesis reactions.