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 
• 201230-82-2 carbon monoxide 
• 100-44-7 benzyl chloride 
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• 62673-31-8 benzyl(bromo)zinc 
• 100-52-7 benzaldehyde 
• 100-39-0 benzyl bromide 
• 103-82-2 phenylacetic acid 
• 403-43-0 4-fluorobenzoyl chloride 
• 405-29-8 (4-fluorophenyl)phenylacetylene 
• 1600-27-7 mercury(II) diacetate 
• 395-21-1 1-(4-fluorophenyl)-1-phenylethylene 

Downstream Products

• 361-28-4 6-bromo-2-(4-fluoro-phenyl)-3-phenyl-quinoline-4-carboxylic acid 
• 1407998-19-9 3-(4-(4-fluorophenyl)-5-phenyloxazol-2-yl)propanoic acid 
• 1407998-17-7 methyl 3-(4-(4-fluorophenyl)-5-phenyloxazol-2-yl)propanoate 
• 1428476-54-3 (R)-2-(4-fluorophenyl)-4-methyl-1-phenylpent-4-en-2-ol 
• 456-22-4 4-Fluorobenzoic acid 
• 65-85-0 benzoic acid 
• 345-83-5 4-fluorobenzophenone 
• 134523-00-5 atorvastatin 
• 436-53-3 2-(4-fluorophenyl)-3-phenyl-1H-indole 
• 23096-47-1 1-(4-fluorophenyl)-2-phenylethan-1-ol 
• 1283117-44-1 4-(3-ethoxy-4-hydroxy-5-nitrophenyl)-6-(4-fluorophenyl)-5-phenyl-3,4-dihydropyrimidin-2(1H)-one 
• 1448819-68-8 2-(4-fluorophenyl)-1-phenethyl-3-phenyl-1H-pyrrole 

Relevant articles and documents

Electrochemical oxidation-induced benzyl C–H carbonylation for the synthesis of aromatic α-diketones

Electrochemical oxidation-induced direct carbonylation of benzyl C–H bond for the synthesis of aromatic α-diketones is described. In this process, tetrabutylammonium iodide (nBu4NI) not only acts as an electrolyte, but its iodine anion is oxidized to an iodine radical at the anode, acting as a hydrogen atom transfer agent. The iodine radical extracts the benzyl hydrogen atom and causes the carbonylation of the benzyl position, where O2 in the air is used as an oxygen source.

Palladium-catalyzed synthesis of α-aryl acetophenones from styryl ethers and aryl diazonium saltsviaregioselective Heck arylation at room temperature

Preparation of α-aryl acetophenones from styryl ethers and aryldiazonium salts is described. The reaction is catalyzed by palladium acetate at room temperature in the absence of ligand and base. The developed method is highly attractive in terms of reaction conditions, substrate scope, functional group tolerance and yields. Synthetic applications of the present method are demonstrated by preparing α-aryl indoles and 3-aryl isocoumarin from styryl ethers.

Benzylic Aroylation of Toluenes Mediated by a LiN(SiMe3)2/Cs+System

Chemoselective deprotonative functionalization of benzylic C-H bonds is challenging, because the arene ring contains multiple aromatic C(sp2)-H bonds, which can be competitively deprotonated and lead to selectivity issues. Recently it was found that bimetallic [MN(SiMe3)2 M = Li, Na]/Cs+ combinations exhibit excellent benzylic selectivity. Herein, is reported the first deprotonative addition of toluenes to Weinreb amides mediated by LiN(SiMe3)2/CsF for the synthesis of a diverse array of 2-arylacetophenones. Surprisingly, simple methyl benzoates also react with toluenes under similar conditions to form 2-arylacetophenones without double addition to give tertiary alcohol products. This finding greatly increases the practicality and impact of this chemistry. Some challenging substrates with respect to benzylic deprotonations, such as fluoro and methoxy substituted toluenes, are selectively transformed to 2-aryl acetophenones. The value of benzylic deprotonation of 3-fluorotoluene is demonstrated by the synthesis of a key intermediate in the preparation of Polmacoxib.