952-22-7

Basic information

• Product Name: 3-Chloro-4'-nitro-1,1'-biphenyl
• Synonyms: 3-Chloro-4'-nitro-1,1'-biphenyl
• CAS NO: 952-22-7
• Molecular Formula: C₁₂H₈ClNO₂
• Molecular Weight: 233.65042
• Mol File: 952-22-7.mol
• Article Data: 8

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 3-Chloro-4'-nitro-1,1'-biphenyl(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Chloro-4'-nitro-1,1'-biphenyl(952-22-7)
• EPA Substance Registry System: 3-Chloro-4'-nitro-1,1'-biphenyl(952-22-7)

Safety Data

• Hazardous Substances Data: 952-22-7(Hazardous Substances Data)

Upstream product

• 100124-48-9 5-chloro-4'-nitro-biphenyl-2-ylamine 
• 98-95-3 nitrobenzene 
• 108-42-9 3-chloro-aniline 
• 100-01-6 4-nitro-aniline 
• 108-90-7 chlorobenzene 
• 28402-09-7 3-Chlor-4'-nitro-4-amino-biphenyl 
• 636-98-6 p-nitrobenzene iodide 
• 63503-60-6 3-chlorophenylboronic acid 
• 586-78-7 para-nitrophenyl bromide 
• 100-00-5 4-chlorobenzonitrile 
• 540-80-7 tert.-butylnitrite 
• 109-63-7 boron trifluoride diethyl etherate 

Downstream Products

• 98023-63-3 3'-Chlor-4-<4-decyloxy-benzylidenamino>-biphenyl 
• 96275-75-1 3'-Chlor-4-<4-nonyloxy-benzylidenamino>-biphenyl 
• 5748-36-7 3'-chloro-[1,1'-biphenyl]-4-amine 
• 5728-43-8 3'-chloro-[1,1'-biphenyl]-4-carboxylic acid 

Relevant articles and documents

Biaryl Coupling of Aryldiazonium Salts and Arylboronic Acids Catalysed by Gold

A gold-catalysed coupling of aryldiazonium salts with arylboronic acids is described. The reactions proceed in satisfactory yields under irradiation with blue LEDs in the presence of KF and a catalytic amount of ascorbic acid. Notably, 4-nitrobenzendiazonium tetrafluoroborate is sufficiently reactive to undergo the coupling with a variety of arylboronic acids in the absence of aryl radical initiators. The coupling is applicable for electron-donating and electron-withdrawing groups present at the para, ortho, and meta positions of both substrates.

Pseudo-Solid-State Suzuki–Miyaura Reaction and the Role of Water Formed by Dehydration of Arylboronic Acids

Solvent-free reactions belong to a very attractive area of organic chemistry. The solvent-free Suzuki–Miyaura coupling is of special importance due to the problem of catalyst leaching in the presence of a solvent. This study investigates the course of reaction of solid aryl halides with arylboronic acids in the absence of a solvent and without any liquid additives. For the first time, a number of important conditions for performing a solid-state Suzuki–Miyaura reaction were analyzed in details. The results indicate a prominent role of water, which is formed as a by-product in the side reaction of arylboronic acid trimerization. Electron microscopy study revealed surprising changes occurring within the reaction mixture during the reaction and indicated the formation of spherical nano-sized particles containing the reaction product. Catalyst recycling was easily performed in the developed system and the product was isolated by sublimation, thus providing a possibility to completely avoid the use of solvents at all stages.

Cubical Palladium Nanoparticles on C@Fe3O4 for Nitro reduction, Suzuki-Miyaura Coupling and Sequential Reactions

Cubical Pd nanoparticles incorporated magnetically recyclable nanoreactor (Pd cNPs/C@Fe3O4) are found to be efficient catalysts for the hydrogenation or aromatic nitrocompounds, Suzuki-Miyaura coupling and the sequential reaction of [Formula presented] coupling followed by reduction of nitrobiphenyl substrates. A variety of aryl iodides, bromides and chlorides were coupled with phenylboronic acids to form corresponding biaryl products and variety of nitro aromatic compounds was hydrogenated with excellent yield and high TON. The catalytic activity of palladium cubical nanoparticles (Pd cNPs) embedded with excess of {100} surface facets are superior compared to Pd spherical nanoparticles (Pd sNPs) embedded with mixed surface facets. The catalytic efficiency remains unaltered even after five repeated cycles. The observed enhanced catalytic activity is attributed to the high density of low-coordinated Pd {100} atoms present at the surface of the Pd cNPs/C@Fe3O4 catalyst, confirmed by HR-TEM studies. Also, the catalyst is truly heterogeneous, highly stable, does not require any toxic ligands, has wide substrate scope in both nitroreduction and Suzuki-Miyaura coupling reaction along with the ability to catalyse in a sequential manner, magnetically separable from the reaction mixture and can be reused.