5957-97-1

Basic information

• Product Name: 3-(4-CHLORO-PHENYL)-PYRIDINE
• Synonyms: 3-(4-CHLORO-PHENYL)-PYRIDINE
• CAS NO: 5957-97-1
• Molecular Formula: C₁₁H₈ClN
• Molecular Weight: 189.64
• Mol File: 5957-97-1.mol
• Article Data: 21

Chemical Properties

• Boiling Point: 310.7°C at 760 mmHg
• Flash Point: 170.7°C
• Appearance: /
• Density: 1.186g/cm³
• Vapor Pressure: 0.00108mmHg at 25°C
• Refractive Index: 1.588
• PKA: 4.71±0.10(Predicted)
• CAS DataBase Reference: 3-(4-CHLORO-PHENYL)-PYRIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(4-CHLORO-PHENYL)-PYRIDINE(5957-97-1)
• EPA Substance Registry System: 3-(4-CHLORO-PHENYL)-PYRIDINE(5957-97-1)

Safety Data

• Hazardous Substances Data: 5957-97-1(Hazardous Substances Data)

Usage

Description

3-(4-CHLORO-PHENYL)-PYRIDINE, with the molecular formula C11H8ClN, is a heterocyclic aromatic compound characterized by a pyridine ring substituted with a 4-chlorophenyl group. This yellow solid, known for its characteristic odor, is utilized in various chemical syntheses and is handled with care due to its toxic nature and potential hazards.

Uses

Used in Pharmaceutical Industry:
3-(4-CHLORO-PHENYL)-PYRIDINE is used as a building block for the synthesis of various pharmaceutical drugs and active pharmaceutical ingredients (APIs). Its unique structure contributes to the development of new medications with specific therapeutic properties.
Used in Agrochemical Production:
In the agrochemical industry, 3-(4-CHLORO-PHENYL)-PYRIDINE serves as an intermediate in the production of various agrochemicals. Its role in this sector is crucial for creating compounds that protect crops and enhance agricultural productivity.
Used in Fine Chemicals Synthesis:
3-(4-CHLORO-PHENYL)-PYRIDINE is also utilized as an intermediate in the synthesis of other fine chemicals. Its presence in these chemical processes is essential for creating high-quality specialty chemicals used across different industries.

InChI:InChI=1/C11H8ClN/c12-11-5-3-9(4-6-11)10-2-1-7-13-8-10/h1-8H

Upstream product

• 110-86-1 pyridine 
• 673-41-6 p-chlorobenzenediazonium tetrafluoroborate 
• 1120-90-7 3-iodopyridine 
• 108-90-7 chlorobenzene 
• 106-39-8 bromochlorobenzene 
• 89878-14-8 3-Diethylboranylpyridine 
• 626-55-1 3-Bromopyridine 
• 1679-18-1 4-Chlorophenylboronic acid 
• 637-87-6 1-Chloro-4-iodobenzene 
• 56049-46-8 N’-(p-chlorophenyl) p-toluenesulfonyl hydrazide 
• 5575-51-9 tris(4-chlorophenyl)bismuthane 
• 195062-61-4 4-chlorophenylboronic acid pinacol ester 
• 626-60-8 3-Chloropyridine 
• 1692-25-7 3-pyridylboronic acid 

Downstream Products

• 929203-04-3 3-[4-(4,4,5,5,-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]pyridine 
• 82261-42-5 4-pyridin-3-ylaniline 

Relevant articles and documents

Nickel-Catalyzed Amination of Aryl Chlorides with Amides

A nickel-catalyzed amination of aryl chlorides with diverse amides via C-N bond cleavage has been realized under mild conditions. A broad substrate scope with excellent functional group tolerance at a low catalyst loading makes the protocol powerful for synthesizing various aromatic amines. The aryl chlorides could selectively couple to the amino fragments rather than the carbonyl moieties of amides. Our protocol complements the conventional amination of aryl chlorides and expands the usage of inactive amides.

Ferrocenyl palladacycles derived from unsymmetrical pincer-type ligands: Evidence of Pd(0) nanoparticle generation during the Suzuki-Miyaura reaction and applications in the direct arylation of thiazoles and isoxazoles

A new family of ferrocenyl-palladacycle complexes Pd(L1)Cl (Pd1) and Pd(L2)Cl (Pd2) were synthesized and characterized by UV-visible, IR, ESI-MS, and NMR spectral studies. The molecular structures of Pd1 and Pd2 were determined by X-ray crystallographic studies. Palladacycle catalyzed Suzuki-Miyaura cross-coupling reactions were investigated utilizing the derivatives of phenylboronic acids and substituted chlorobenzenes. Mechanistic investigation authenticated the generation of Pd(0) nanoparticles during the catalytic cycle and the nanoparticles were characterized by XPS, SEM and TEM analysis. Direct C-H arylation of thiazole and isoxazole derivatives employing these ferrocenyl-palladacycle complexes was examined. The reaction model for the arylation reaction implicating the in situ generation of Pd(0) nanoparticles was proposed.

A novel protocol for the one-pot borylation/Suzuki reaction provides easy access to hinge-binding groups for kinase inhibitors

The one-pot borylation/Suzuki reaction is a very efficient means of accessing cross-coupling products of two aryl-halide partners that generally requires the use of specific catalysts or ligands and/or relatively long reaction times. This new microwave-assisted method provides a quick one-pot borylation/Suzuki reaction protocol that we applied to the synthesis of various bi- or poly-aryl scaffolds, including a variety of aryl and heteroaryl ring systems and the core frameworks of kinase inhibitors vemurafenib and GDC-0879.