50609-23-9

Basic information

• Product Name: 2,6-Dichlorobenzophenone
• Synonyms: 2,6-Dichlorobenzophenone
• CAS NO: 50609-23-9
• Molecular Formula: C₁₃H₈Cl₂O
• Molecular Weight: 251.11
• Mol File: 50609-23-9.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2,6-Dichlorobenzophenone(CAS DataBase Reference)
• NIST Chemistry Reference: 2,6-Dichlorobenzophenone(50609-23-9)
• EPA Substance Registry System: 2,6-Dichlorobenzophenone(50609-23-9)

Safety Data

• Hazardous Substances Data: 50609-23-9(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical and Agrochemical Production:
2,6-Dichlorobenzophenone is utilized as a key intermediate in the synthesis of various pharmaceuticals and agrochemicals. Its chemical properties make it a valuable component in the development of these products, contributing to their efficacy and performance.
Used in the Production of Inks, Adhesives, and Coatings:
As a photoinitiator, 2,6-Dichlorobenzophenone plays a crucial role in the curing process of inks, adhesives, and coatings. Its ability to initiate polymerization upon exposure to light ensures the rapid and efficient setting of these materials, enhancing their durability and performance.
Safety and Environmental Considerations:
2,6-Dichlorobenzophenone is classified as a hazardous substance, necessitating careful handling to mitigate potential health and environmental risks. It can cause skin and eye irritation, and prolonged exposure may lead to adverse effects on human health. Moreover, it poses a threat to aquatic organisms and can inflict long-term damage to aquatic ecosystems. Therefore, proper safety measures and disposal methods must be adhered to when working with this compound.

Upstream product

• 1194-65-6 2,6-dichloro-benzonitrile 
• 108-88-3 toluene 
• 65231-41-6 2,6-Dichlorbenzophenonimin 
• 4659-45-4 2,6-Dichlorobenzoyl chloride 
• 71-43-2 benzene 
• 50-30-6 2,6-dichlorobenzoic acid 
• 19393-92-1 1-bromo-2,6-dichlorobenzene 
• 135364-97-5 tert-butyl benzoyl(tert-butoxycarbonyl)carbamate 
• 19230-28-5 1,3-dichloro-2-iodobenzene 
• 83-38-5 2,6-dichlorobenzaldehyde 
• 98-80-6 phenylboronic acid 

Downstream Products

• 65-85-0 benzoic acid 
• 541-73-1 1,3-Dichlorobenzene 
• 74617-03-1 4-Chloro-3-phenyl-benzo[d]isothiazole 

Relevant articles and documents

Kinetically Controlled, Highly Chemoselective Acylation of Functionalized Grignard Reagents with Amides by N?C Cleavage

The direct transition-metal-free acylation of amides with functionalized Grignard reagents by highly chemoselective N?C cleavage under kinetic control has been accomplished. The method offers rapid and convergent access to functionalized biaryl ketones through transient tetrahedral intermediates. The direct access to functionalized Grignard reagents by in situ halogen–magnesium exchange promoted by the versatile turbo-Grignard reagent (iPrMgCl?LiCl) permits excellent substrate scope with respect to both the amide and Grignard coupling partners. These reactions enable facile, operationally simple and chemoselective access to tetrahedral intermediates from amides under significantly milder conditions than chelation-controlled intermediates. This novel direct two-component coupling sets the stage for using amides as acylating reagents in an alternative paradigm to the metal-chelated approach, acyl metals and Weinreb amides.

Ruthenium Hydride Complex Supported on Gold Nanoparticle Cored Triazine Dendrimers for C-C Coupling Reactions

In this work, the unusual ability of a ruthenium hydride catalyst, [RuHCl(PPh3)3CO], supported on gold nanoparticle cored triazine dendrimers in the Suzuki-Miyaura cross-coupling reaction and also in the synthesis of diaryl ketones is reported. [Ru-H@AuNPs-TD] was characterized by Fourier transform infrared spectroscopy, CHNS, TEM, SEM, ICP, and TGA analyses. The ruthenium hydride catalyst was used as a heterogeneous catalyst for the C-C coupling reactions of aryl halides with phenylboronic acids, and the biphenyl derivatives were produced in good to excellent yields. On the other hand, this catalytic system was applied for synthesis of diaryl ketones by the reaction of phenylboronic acids with substituted benzaldehydes. Moreover, this catalyst can be well-dispersed in the reaction medium, conveniently separated from the reaction mixture, and reused several times without significant loss of its activity.

Synthesis of (2-chlorophenyl)(phenyl)methanones and 2-(2-chlorophenyl)-1- phenylethanones by Friedel-Crafts acylation of 2-chlorobenzoic acids and 2-(2-chlorophenyl)acetic acids using microwave heating

Several 2-(2-chlorophenyl)-1-phenylethanones and (2-chlorophenyl)(phenyl) methanones were prepared by the Friedel-Crafts acylation reaction of 2-(2-chlorophenyl) acetic acids and 2-chlorocarboxylic acids, respectively, in the presence of cyanuric chloride, pyridine, and AlCl3 or FeCl 3 using microwave heating. The yields of the ketones were significantly higher than those obtained using conventional heating. In addition, similar reactions carried out with the less inexpensive and less toxic FeCl3 gave titled ketones in comparable yields. Interestingly, the FeCl3 catalyzed reactions gave pure ketones (no chromatographic purification required), whereas the AlCl3 catalyzed reaction gave impure product that required chromatographic purification.

Triflic acid catalyzed aroylation of arenes with aromatic nitriles

In the presence of triflic acid, the reaction of different aromatic nitriles with arenes under a variety of conditions was examined.In addition to the normal reaction products (the s-triazines), aroylation of the arene to produce diaryl ketones in 20 to 50 percent yield was observed.Possible mechanism for the reaction was proposed.