5969-83-5

Basic information

• Product Name: 2-(4-chlorophenyl)pyridine
• Synonyms: 2-(4-Chlorophenyl)pyridine
• CAS NO: 5969-83-5
• Molecular Formula: C₁₁H₈ClN
• Molecular Weight: 189.64
• Product Categories: Heterocycle-Pyridine series
• Mol File: 5969-83-5.mol
• Article Data: 95

Chemical Properties

• Melting Point: 44-45 °C(Solv: dichloromethane (75-09-2); cyclohexane (110-82-7))
• Boiling Point: 301.1 °C at 760 mmHg
• Flash Point: 164.2 °C
• Appearance: /
• Density: 1.186 g/cm³
• Vapor Pressure: 0.00192mmHg at 25°C
• Refractive Index: 1.588
• Storage Temp.: Inert atmosphere,Room Temperature
• PKA: 4.33±0.25(Predicted)
• CAS DataBase Reference: 2-(4-chlorophenyl)pyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-chlorophenyl)pyridine(5969-83-5)
• EPA Substance Registry System: 2-(4-chlorophenyl)pyridine(5969-83-5)

Safety Data

• Hazardous Substances Data: 5969-83-5(Hazardous Substances Data)

Usage

Description

2-(4-chlorophenyl)pyridine is an organic compound characterized by its molecular structure that features a pyridine ring with a 4-chlorophenyl group attached at the 2nd position. 2-(4-chlorophenyl)pyridine is known for its reactivity and utility in various chemical processes, particularly in the synthesis of complex organic molecules.

Uses

Used in Chemical Synthesis:
2-(4-chlorophenyl)pyridine is used as a reagent for the ruthenium-catalyzed meta-carboxylation of arenes containing pyridine and azines. This process involves the use of carbon tetrabromide as the carbon source, which is crucial for the formation of the desired products in the synthesis of various organic compounds.
In the context of the provided materials, 2-(4-chlorophenyl)pyridine serves as a valuable intermediate in the synthesis of complex organic molecules, particularly in the field of chemical synthesis. Its application in the ruthenium-catalyzed meta-carboxylation process highlights its importance in the development of new and innovative chemical compounds.

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

Upstream product

• 109-04-6 2-bromo-pyridine 
• 201230-82-2 carbon monoxide 
• 1679-18-1 4-Chlorophenylboronic acid 
• 5029-67-4 2-iodopyridine 
• 5575-51-9 tris(4-chlorophenyl)bismuthane 
• 109-09-1 2-chloropyridine 
• 623-03-0 4-Cyanochlorobenzene 
• 74-86-2 acetylene 
• 110-86-1 pyridine 
• 673-41-6 p-chlorobenzenediazonium tetrafluoroborate 
• 18471-73-3 4-(pyridin-2-yl)aniline 
• 17333-85-6 4-chlorophenyldiazonium salt 
• 637-87-6 1-Chloro-4-iodobenzene 
• 1219454-89-3 2-((difluoromethyl)sulfonyl)pyridine 

Downstream Products

• 1085411-80-8 (E)-2-(4-chloro-2-styrylphenyl)pyridine 
• 1186200-30-5 2-[(2-benzoyloxy-4-chloro)phenyl]pyridine 
• 1190991-73-1 5-chloro-2-(pyridin-2-yl)benzonitrile 
• 1206523-64-9 2,2'-(5,5'-dichlorobiphenyl-2,2'-diyl)dipyridine 
• 1220099-86-4 5-chloro-2-(pyridin-2-yl)-1,3-phenylene dibenzoate 
• 1217887-37-0 C₁₂H₇ClF₃N 
• 1236046-60-8 (5-chloro-2-( pyridin-2-yl)phenyl)(phenyl)methanone 
• 1421006-76-9 (E)-2-(4-chloro-2-(2-methylstyryl)phenyl)pyridine 
• 5957-90-4 4-(2-pyridinyl)anisole 
• 1584673-45-9 2-(4-chloro-2,6-bis(phenylthio)phenyl)pyridine 
• 1584673-13-1 2-(4-chloro-2-(phenylthio)phenyl)pyridine 
• 1498234-55-1 methyl 4-((5-chloro-2-(pyridin-2-yl)phenyl)(hydroxy)amino)benzoate 
• 1332358-65-2 ethyl 5-chloro-2-(pyridin-2-yl)benzoate 
• 1443418-68-5 diisopropyl (5-chloro-2-(pyridin-2-yl)phenyl)phosphonate 

Relevant articles and documents

Cp*Rh(iii)/boron hybrid catalysis for directed C-H addition to β-substituted α,β-unsaturated carboxylic acids

The C-H bond addition reaction of 2-phenylpyridine derivatives with α,β-unsaturated carboxylic acids catalyzed by Cp*Rh(iii)/BH3·SMe2is reported. Activation of C-H bonds with the rhodium catalyst and activation of α,β-unsaturated carboxylic acids with the boron catalyst cooperatively work, and a BINOL-urea hybrid ligand significantly improved the reactivity. With the optimized hybrid catalytic system, various β-disubstituted carboxylic acids were obtained under mild reaction conditions.

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.

Three-Component Couplings among Heteroarenes, Difluorocyclopropenes, and Water via C-H Activation

Three-component couplings have been realized for efficiently constructing various nitrogen-containing skeletons via C-H activation, where difluorocyclopropenes have been first identified as coupling partners. Many substrates including sp2 and sp3 C-H substrates were well tolerated, furnishing the corresponding products in good yields. Furthermore, a catalyst-dependent reaction was also developed, enabling divergent construction of two different frameworks. The application value of these reactions was demonstrated in gram-scale experiments with as little as 1 mol % catalyst.