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

General Description

3-(4-chloro-phenyl)-pyridine is a chemical compound with the molecular formula C11H8ClN. It is a heterocyclic aromatic compound that consists of a pyridine ring substituted with a 4-chlorophenyl group. 3-(4-CHLORO-PHENYL)-PYRIDINE is used in the pharmaceutical industry as a building block in the synthesis of various pharmaceutical drugs and active pharmaceutical ingredients (APIs). It is also used as an intermediate in the production of agrochemicals and other fine chemicals. 3-(4-chloro-phenyl)-pyridine is a yellow solid with a characteristic odor and is typically handled and stored under strict chemical handling guidelines due to its toxic nature and potential hazards.

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

Upstream product

• 106-39-8 bromochlorobenzene 
• 89878-14-8 3-Diethylboranylpyridine 
• 626-55-1 3-Bromopyridine 
• 1679-18-1 4-Chlorophenylboronic acid 
• 195062-61-4 4-chlorophenylboronic acid pinacol ester 
• 110-86-1 pyridine 
• 110213-25-7 C₆H₄ClN₂O^(1-)*Na⁽¹⁺⁾ 
• 637-87-6 1-Chloro-4-iodobenzene 
• 1692-25-7 3-pyridylboronic acid 
• 626-60-8 3-Chloropyridine 
• 106-47-8 4-chloro-aniline 
• 1120-90-7 3-iodopyridine 
• 5575-51-9 tris(4-chlorophenyl)bismuthane 
• 56049-46-8 N’-(p-chlorophenyl) p-toluenesulfonyl hydrazide 

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.