347-84-2

Basic information

• Product Name: 4'-FLUORO-2-PHENYLACETOPHENONE
• Synonyms: BENZYL 4-FLUOROPHENYL KETONE;4'-FLUORO-2-PHENYLACETOPHENONE;1-(4-FLUOROPHENYL)-2-PHENYLETHANONE;1-(4-Fluorophenyl)-2-phenylethanone 99%;1-(4-Fluorophenyl)-2-phenylethanone99%;1-(4-fluorophenyl)-2-phenylethan-1-one
• CAS NO: 347-84-2
• Molecular Formula: C₁₄H₁₁FO
• Molecular Weight: 214.23
• Product Categories: pharmacetical
• Mol File: 347-84-2.mol
• Article Data: 54

Chemical Properties

• Melting Point: 83-84
• Boiling Point: 332.9 °C at 760 mmHg
• Flash Point: 137.9 °C
• Appearance: /
• Density: 1.152 g/cm³
• Storage Temp.: 2-8°C
• Solubility: Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
• CAS DataBase Reference: 4'-FLUORO-2-PHENYLACETOPHENONE(CAS DataBase Reference)
• NIST Chemistry Reference: 4'-FLUORO-2-PHENYLACETOPHENONE(347-84-2)
• EPA Substance Registry System: 4'-FLUORO-2-PHENYLACETOPHENONE(347-84-2)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-22
• Safety Statements: 26-36/37/39
• HazardClass: IRRITANT
• Hazardous Substances Data: 347-84-2(Hazardous Substances Data)

Usage

Description

4'-FLUORO-2-PHENYLACETOPHENONE, also known as 1-(4-Fluorophenyl)-2-phenyl-ethanone, is an organic compound that serves as a key intermediate in the synthesis of various pharmaceuticals and chemical compounds. It is characterized by the presence of a fluorophenyl and phenyl group attached to an ethanone moiety, which contributes to its unique chemical properties and reactivity.

Uses

Used in Pharmaceutical Industry:
4'-FLUORO-2-PHENYLACETOPHENONE is used as a chemical intermediate for the preparation of 2,3-diarylpyrazines and quinoxalines, which are selective COX-2 inhibitors. These inhibitors play a crucial role in the development of anti-inflammatory and analgesic drugs, as they help reduce inflammation and pain by targeting the specific enzyme responsible for prostaglandin synthesis.
In the synthesis of these compounds, 4'-FLUORO-2-PHENYLACETOPHENONE serves as a building block, providing the necessary structural elements for the formation of the desired molecules. Its presence in the final product contributes to the overall effectiveness and selectivity of the COX-2 inhibitors, making it an essential component in the development of new and improved pharmaceuticals for the treatment of various inflammatory and pain-related conditions.

Upstream product

• 462-06-6 fluorobenzene 
• 103-80-0 phenylacetyl chloride 
• 395-21-1 1-(4-fluorophenyl)-1-phenylethylene 
• 405-29-8 (4-fluorophenyl)phenylacetylene 
• 1600-27-7 mercury(II) diacetate 
• 532-27-4 1-chloroacetophenone 
• 352-13-6 4-flourophenylmagnesium bromide 
• 100-39-0 benzyl bromide 
• 403-43-0 4-fluorobenzoyl chloride 
• 1765-93-1 4-fluoroboronic acid 
• 140-29-4 phenylacetonitrile 
• 4747-15-3 1-(2-methoxyvinyl)benzene 
• 460-00-4 1-Bromo-4-fluorobenzene 
• 103-82-2 phenylacetic acid 

Downstream Products

• 323-28-4 4-fluoro-deoxybenzoin semicarbazone 
• 436-02-2 2-(4-fluoro-phenyl)-3-phenyl-quinoline-4-carboxylic acid 
• 361-28-4 6-bromo-2-(4-fluoro-phenyl)-3-phenyl-quinoline-4-carboxylic acid 
• 436-53-3 2-(4-fluorophenyl)-3-phenyl-1H-indole 
• 60694-99-7 1-(4-cyanophenyl)-2-phenylethan-1-one 
• 88522-72-9 1-(4-fluoro-phenyl)-2-hydroxy-2-phenylethanone 
• 73424-43-8 1-(4-Fluorphenyl)-2-phenyl-1-ethanon-p-tolylsulfonylhydrazon 
• 23075-70-9 2-diazo-1-(4-fluorophenyl)-2-phenylethan-1-one 
• 31464-85-4 1-(4-Fluoro-phenyl)-2-{[2-(4-fluoro-phenyl)-2-oxo-1-phenyl-eth-(E)-ylidene]-hydrazono}-2-phenyl-ethanone 
• 88675-31-4 2-bromo-1-(4-fluorophenyl)-2-phenylethan-1-one 
• 185345-82-8 4-[2-(4-fluorophenyl)-2-oxoethyl]-1-benzenesulfonamide 
• 323-28-4 C₁₅H₁₄FN₃O 
• 445411-74-5 benzyl p-fluorophenyl ketoxime 
• 73424-52-9 4-(4-Fluorphenyl)-5-phenyl-1,2,3-thiadiazol 

Relevant articles and documents

H2O2-mediated room temperature synthesis of 2-arylacetophenones from arylhydrazines and vinyl azides in water

An environmentally benign, cost-efficient and practical methodology for the room temperature synthesis of 2-arylacetophenones in water has been discovered. The facile and efficient transformation involves the oxidative radical addition of arylhydrazines with α-aryl vinyl azides in the presence of H2O2 (as a radical initiator) and PEG-800 (as a phase-transfer catalyst). From the viewpoint of green chemistry and organic synthesis, the present protocol is of great significance because of using cheap, non-toxic and readily available starting materials and reagents as well as amenability to gram-scale synthesis, which provides an attractive strategy to access 2-arylacetophenones.

Four-Step Domino Reaction Enables Fully Controlled Non-Statistical Synthesis of Hexaarylbenzene with Six Different Aryl Groups**

Hexaarylbenzene (HAB) derivatives are versatile aromatic systems playing a significant role as chromophores, liquid crystalline materials, molecular receptors, molecular-scale devices, organic light-emitting diodes and candidates for organic electronics. Statistical synthesis of simple symmetrical HABs is known via cyclotrimerization or Diels–Alder reactions. By contrast, the synthesis of more complex, asymmetrical systems, and without involvement of statistical steps, remains an unsolved problem. Here we present a generally applicable synthetic strategy to access asymmetrical HAB via an atom-economical and high-yielding metal-free four-step domino reaction using nitrostyrenes and α,α-dicyanoolefins as easily available starting materials. Resulting domino product—functionalized triarylbenzene (TAB)—can be used as a key starting compound to furnish asymmetrically substituted hexaarylbenzenes in high overall yield and without involvement of statistical steps. This straightforward domino process represents a distinct approach to create diverse and still unexplored HAB scaffolds, containing six different aromatic rings around central benzene core.

Ruthenium(II)-Catalyzed Cross-Coupling of Benzoyl Formic Acids with Toluenes: Synthesis of 2-Phenylacetophenones

Herein, we report a direct method to synthesize 2-phenylacetophenone through a ruthenium(II)-catalyzed cross-coupling reaction between acyl and benzyl radical. The various derivatives of 2-phenylacetophenone were prepared easily in moderate to good yields. These reactions provide a straightforward pathway to synthesize a variety of ketones bearing various functional groups.