2069-48-9

Basic information

• Product Name: 4-chloro-4'-fluorobenzophenone
• Synonyms: Methanone, (4-chlorophenyl)(4-fluorophenyl)-;(4-Chlorophenyl)(4-fluorophenyl)Methanone;4-Fluoro-4'-chlorobenzophenone;4-chloro-4'-fluorobenzophenone
• CAS NO: 2069-48-9
• Molecular Formula: C₁₃H₈ClFO
• Molecular Weight: 234.656
• Mol File: 2069-48-9.mol
• Article Data: 28

Chemical Properties

• Melting Point: 114-115 °C
• Boiling Point: 339.8 °C at 760 mmHg
• Flash Point: 159.3 °C
• Appearance: /
• Density: 1.277 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.578
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 4-chloro-4'-fluorobenzophenone(CAS DataBase Reference)
• NIST Chemistry Reference: 4-chloro-4'-fluorobenzophenone(2069-48-9)
• EPA Substance Registry System: 4-chloro-4'-fluorobenzophenone(2069-48-9)

Safety Data

• Hazardous Substances Data: 2069-48-9(Hazardous Substances Data)

Usage

Chemical Properties

white crystal powder

InChI:InChI=1/C13H8ClFO/c14-11-5-1-9(2-6-11)13(16)10-3-7-12(15)8-4-10/h1-8H

Upstream product

• 462-06-6 fluorobenzene 
• 122-01-0 4-chloro-benzoyl chloride 
• 3801-53-4 (4-chlorophenyl)-4-fluorophenylmethane 
• 21700-74-3 (p-chlorophenyl)triethoxysilane 
• 104-88-1 4-chlorobenzaldehyde 
• 460-00-4 1-Bromo-4-fluorobenzene 
• 403-43-0 4-fluorobenzoyl chloride 
• 108-90-7 chlorobenzene 
• 1679-18-1 4-Chlorophenylboronic acid 
• 352-34-1 4-fluoro-1-iodobenzene 
• 201230-82-2 carbon monoxide 
• 637-87-6 1-Chloro-4-iodobenzene 
• 10359-09-8 2-(4-chlorophenyl)-1,3-dithiane 
• 39769-26-1 (E)-1-(4-fluorophenyl)-2-(4-chlorophenyl)ethene 

Downstream Products

• 2795-76-8 4-chloro-α-(4-fluorophenyl)benzenemethanol 
• 93765-34-5 (4-Chloro-phenyl)-(4-fluoro-phenyl)-pyrimidin-5-yl-methanol 
• 42019-78-3 4-chloro-4'-hydroxybenzophenone 
• 93765-54-9 5-[(4-Chloro-phenyl)-fluoro-(4-fluoro-phenyl)-methyl]-pyrimidine 
• 22197-31-5 4-chloro-4'-hydroxybenzophenone potassium salt 
• 389634-34-8 4,4'-bis[4''-(4'''-chlorobenzoyl)phenoxy](hexafluoroisopropylidene)dibenzene 
• 1346939-72-7 (4'-butylbiphenyl-4-yl)(4'-(dimethylamino)biphenyl-4-yl)methanone 
• 1346939-70-5 (4'-(dimethylamino)biphenyl-4-yl)(4-fluorophenyl)methanone 
• 123853-75-8 3,6-bis-(4'-(4''-chlorobenzoyl)phenoxy)xanthone 
• 812685-06-6 2-(4-chlorophenyl)-2-(4-fluorophenyl)-1,3-dioxolane 
• 371-41-5 4-Fluorophenol 
• 456-22-4 4-Fluorobenzoic acid 
• 106-48-9 4-chloro-phenol 
• 74-11-3 para-chlorobenzoic acid 

Relevant articles and documents

AIBN initiated functionalization of the benzylic sp3 C[sbnd]H and C[sbnd]C bonds in the presence of dioxygen

A sp3 C[sbnd]H bond functionalization and C[sbnd]C bond cleavage were realized by AIBN/O2 catalyst system, providing a series of benzophenones under mild reaction conditions. The mechanistic study shows that a peroxide intermediate is involved in this transformation, and in the case of diphenylmethanes, the sp3 C[sbnd]C bond is cleaved through the peroxide rearrangement, which might provides a new way to cleave relatively strong C[sbnd]C bond and be applied to more general C[sbnd]C bond activation.

Photo-nickel dual catalytic benzoylation of aryl bromides

The dual catalytic arylation of aromatic aldehydes by aryl bromides using UV-irradiation and a nickel catalyst is reported. The reaction product serves as a photocatalyst and a hydrogen atom transfer agent for this transformation.

A general approach to intermolecular carbonylation of arene C-H bonds to ketones through catalytic aroyl triflate formation

The development of metal-catalysed methods to functionalize inert C-H bonds has become a dominant research theme in the past decade as an approach to efficient synthesis. However, the incorporation of carbon monoxide into such reactions to form valuable ketones has to date proved a challenge, despite its potential as a straightforward and green alternative to Friedel-Crafts reactions. Here we describe a new approach to palladium-catalysed C-H bond functionalization in which carbon monoxide is used to drive the generation of high-energy electrophiles. This offers a method to couple the useful features of metal-catalysed C-H functionalization (stable and available reagents) and electrophilic acylations (broad scope and selectivity), and synthesize ketones simply from aryl iodides, CO and arenes. Notably, the reaction proceeds in an intermolecular fashion, without directing groups and at very low palladium-catalyst loadings. Mechanistic studies show that the reaction proceeds through the catalytic build-up of potent aroyl triflate electrophiles.