14162-94-8

Basic information

• Product Name: 4-chloro-2,2'-bipyridine
• Synonyms: 4-Chloro-2,2'-bipyridyl;4-chloro-2-(pyridin-2-yl)pyridine
• CAS NO: 14162-94-8
• Molecular Formula: C₁₀H₇ClN₂
• Molecular Weight: 190.62898
• Mol File: 14162-94-8.mol
• Article Data: 7

Chemical Properties

• Melting Point: 84-85℃
• Boiling Point: 309.8±27.0 °C(Predicted)
• Appearance: /
• Density: 1.245±0.06 g/cm3 (20 ºC 760 Torr)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: 3.72±0.22(Predicted)
• CAS DataBase Reference: 4-chloro-2,2'-bipyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 4-chloro-2,2'-bipyridine(14162-94-8)
• EPA Substance Registry System: 4-chloro-2,2'-bipyridine(14162-94-8)

Safety Data

• Hazardous Substances Data: 14162-94-8(Hazardous Substances Data)

Usage

General Description

4-chloro-2,2'-bipyridine is a chemical compound with the molecular formula C10H7ClN2. It is a chlorinated derivative of 2,2'-bipyridine, which is a widely used ligand in coordination chemistry. The chloro-substituted form is often used as a building block in the synthesis of various coordination complexes and organometallic complexes. It can also be used as a ligand in catalytic reactions and as a precursor for the preparation of other functionalized bipyridine derivatives. The presence of the chlorine atom in the structure can influence the chemical and physical properties of 4-chloro-2,2'-bipyridine, making it valuable in a range of synthetic applications.

Upstream product

• 109-04-6 2-bromo-pyridine 
• 139585-50-5 4-chloro-2-trimethylsilylpyridine 
• 14163-02-1 4-chloro-2-(pyridin-2-yl)pyridine N-oxide 
• 1121-76-2 4-chloropyridine N-oxide 
• 366-18-7 [2,2]bipyridinyl 
• 14163-00-9 4-nitro-2,2'-bipyridine N-oxide 
• 33421-43-1 2,2'-bipyridyl N-oxide 

Downstream Products

• 191112-85-3 C₆((CH₂)4OC₁₀H₇N₂)6 

Relevant articles and documents

Functional polypyridine ligands from copper-mediated room temperature coupling of 4-chloro-2-trimethylsilylpyridine

A range of functional polypyridine ligands (bipyridines and terpyridine) has been synthesized by copper-mediated oxidative homocoupling of 4-chloro-2-trimethylsilylpyridine or cross-coupling with functional bromopyridines. The reaction proceeded smoothly at room temperature.

Hiyama cross-coupling of chloro-, fluoro-, and methoxypyridyltrimethylsilanes: Room-temperature novel access to functional bi(het)aryl

(Chemical Equation Presented) The incorporation of chloro, fluoro, or methoxy substituents on the pyridine ring of pyridyltrimethylsilanes allowed us to perform efficient Hiyama cross-coupling with various (het)aryl halides. The reactions proceeded smoothly at room temperature leading to the corresponding functional bis(het)aryl in fair to excellent yields. The presence of pyridine nitrogen α to the trimethylsilyl group was requisite to achieve the cross-coupling.

6-Amino-2,2'-bipyridine as a new fluorescent organic compound

6,6'-Diamino-2,2'-bipyridine (1a) has been found to exhibit a strong fluorescence in the near-UV region.Some amino and/or chloro substituted bipyridines (bpys) have been synthesized an studied to show that only 6-amino-substtuted derivatives exhibited a strong emission.The emission of 6-amino-6'-chloro-bpy (3a) was the strongest (λmax = 429.0 nm; Φ = 0.78 in ethanol) among them.On the other hand, little or no emission was observed for monochloro-, dichloro- and 4-amino- derivatives.