6242-97-3

Basic information

• Product Name: 4-Chloro-4'-nitrobiphenyl
• Synonyms: 4-Chloro-4'-nitrobiphenyl;4-Chloro-4'-nitro-1,1'-biphenyl;1-Chloro-4-(4-nitrophenyl)benzene
• CAS NO: 6242-97-3
• Molecular Formula: C₁₂H₈ClNO₂
• Molecular Weight: 233.65
• Mol File: 6242-97-3.mol
• Article Data: 17

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 4-Chloro-4'-nitrobiphenyl(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Chloro-4'-nitrobiphenyl(6242-97-3)
• EPA Substance Registry System: 4-Chloro-4'-nitrobiphenyl(6242-97-3)

Safety Data

• Hazardous Substances Data: 6242-97-3(Hazardous Substances Data)

Usage

General Description

4-Chloro-4'-nitrobiphenyl is a chemical compound, classified as an organic compound and, more specifically, a nitrobiphenyl. It contains chloro and nitro functional groups attached to a core structure of two linked benzene rings (also known as a biphenyl structure). The '4' represented in its name refers to the position of these functional groups on this biphenyl structure. It’s an aromatic compound, indicating that it has a circular, resonating cloud of electrons. 4-Chloro-4'-nitrobiphenyl, like others in the nitrobiphenyl group, is often used in industrial applications, and its properties have been studied in various scientific research contexts, particularly related to electronics and semiconductors.

Upstream product

• 636-98-6 p-nitrobenzene iodide 
• 14064-15-4 (4-chlorophenyl)trimethylstannane 
• 100-01-6 4-nitro-aniline 
• 108-90-7 chlorobenzene 
• 1679-18-1 4-Chlorophenylboronic acid 
• 100-00-5 4-chlorobenzonitrile 
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Downstream Products

• 69936-40-9 5-(4-chloro-phenyl)-3-phenyl-benzo[c]isoxazole 
• 69936-46-5 2-Amino-5-<4-chlor-phenyl>-benzophenon 
• 515879-13-7 4'-chloro-4-nitro-biphenyl-3-carboxylic acid [3-methoxy-4-(2-pyrrolidin-1-yl-ethoxy)-phenyl]-amide 
• 909783-72-8 4-amino-4'-chloro-biphenyl-3-carboxylic acid [3-methoxy-4-(2-pyrrolidin-1-yl-ethoxy)-phenyl]-amide 
• 135-68-2 4-(4-chlorophenyl)aniline 

Relevant articles and documents

Pd-Catalysed Suzuki-Miyaura cross-coupling of aryl chlorides at low catalyst loadings in water for the synthesis of industrially important fungicides

The Suzuki-Miyaura coupling reaction of electron-poor aryl chlorides in the synthesis of crop protection-relevant active ingredients in water is disclosed. Optimisation of the reaction conditions allowed running the reaction with 50 ppm of Pd-catalyst loading without an additional organic solvent in the cross-coupling reaction step in short reaction times. The system was optimised for the initial cross-coupling step of the large scale produced fungicides Boscalid, Fluxapyroxad and Bixafen up to 97% yield. It is also shown that the Suzuki-Miyaura reaction can be easily scaled up to 50 g using a simple product separation and purification using environmentally benign solvents in the work-up. To show the usability of this method, it was additionally applied in the three-step synthesis of the desired active ingredients.

Anchoring Pd(OAc)2 on amide-bonded covalent organic frameworks: An efficient heterogeneous Pd@OC-MA catalyst for Suzuki-Miyaura coupling reactions in water

Nitrogen-rich of a melamine-based mesoporous covalent organic frameworks (COFs) materials were synthesized and used as a carrier to support a Pd(OAc)2. The Pd@OC-MA revealed an efficient catalytic activity and selectivity for Suzuki-Miyaura coupling reactions in an environmentally friendly water medium at room temperature. Specifically, it had moderate to excellent conversion for inactive chlorinated aromatic hydrocarbons. The catalyst was synthesized simply, had high stability and good selectivity, and was easy to recycle. Excellent catalytic activity of the Pd@OC-MA was also observed after five consecutive cycles.

Facile Synthesis of Magnetic Hierarchical Core–Shell Structured Fe3O4@PDA-Pd@MOF Nanocomposites: Highly Integrated Multifunctional Catalysts

A magnetic hierarchical core–shell structured Fe3O4@PDA-Pd@[Cu3(btc)2] nanocomposite has been fabricated via a facile layer-by-layer assembly method. It contains a core of polydopamine (PDA)-modified magnetic Fe3O4 nanoparticles (NPs), a transition layer of Pd NPs, and a porous outer shell of copper-based metal–organic framework (MOF) with controllable thickness. This novel nanocomposite was characterized by TEM, FTIR, XRD, XPS, N2 adsorption–desorption isotherms, and VSM. The prepared Fe3O4@PDA-Pd@[Cu3(btc)2] (n=5) nanocomposite shows ultrahigh catalytic activity for the 4-nitrophenol reduction and Suzuki–Miyaura coupling reactions of aryl halides (Br, Cl) with arylboronic acids. Moreover, the nanocomposite also can be easily separated by an external magnet and reused at least 8 runs with excellent yields for both the reactions. The catalyst has outstanding catalytic performance, mainly because the integration of [Cu3(btc)2] with Fe3O4@PDA-Pd that combines the advantages of each component could exhibit a synergistic effect in the catalytic system.