100846-27-3

Basic information

• Product Name: 5,5'-DICHLORO-2,2'-BIPYRIDINE
• Synonyms: 5,5'-DICHLORO-2,2'-BIPYRIDINE
• CAS NO: 100846-27-3
• Molecular Formula: C10H6Cl2N2
• Molecular Weight: 225.07
• Mol File: 100846-27-3.mol
• Article Data: 5

Chemical Properties

• Melting Point: 199-200 °C
• Boiling Point: 320.6±37.0 °C(Predicted)
• Appearance: /
• Density: 1.363±0.06 g/cm3(Predicted)
• PKA: 1.59±0.32(Predicted)
• CAS DataBase Reference: 5,5'-DICHLORO-2,2'-BIPYRIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 5,5'-DICHLORO-2,2'-BIPYRIDINE(100846-27-3)
• EPA Substance Registry System: 5,5'-DICHLORO-2,2'-BIPYRIDINE(100846-27-3)

Safety Data

• Hazardous Substances Data: 100846-27-3(Hazardous Substances Data)

Upstream product

• 40473-01-6 2-Bromo-5-chloro-pyridine 
• 16663-57-3 3-chloropyridinetrifluoroborate 
• 626-60-8 3-Chloropyridine 
• 89379-91-9 5-chloro-2-(methylsulfanyl)pyridine 

Relevant articles and documents

Isomer Dependence of Efficiency and Charge Recombination in Dye-Sensitized Solar Cells Using Ru Complex Dyes Bearing Halogen Substituents

We have synthesised Ru(H2-dcbpy)(N,N′-Y2-bpy)(NCS)2 dyes (where N = 4, 5; Y = F, Cl, Br; N is the position on the bipyridyl ring where the halogen substituent is located) for dye-sensitised solar cells. We show that careful consideration of the position of the substituent, in conjunction with the nature of the substituents, on a bpy ring is important to optimize the solar cells performance. Changing the position (from 4,4′ to 5,5′) along with the nature of the halogen (F, Cl, or Br) substituents were observed to cause changes in the electronic and spectroscopic properties of the dyes as well as influence the recombination rates at the TiO2-dyes-I-/I3- interface affecting the performance of the dyes in DSSCs. Changing the position (from 4,4′ to 5,5′) along with the nature of the halogen (F, Cl, or Br) substituents affects the electronic and spectroscopic properties of the Ru(H2-dcbpy)(N,N′-Y2-bpy)(NCS)2 dyes as well as the recombination rates at the TiO2-dyes-I-/I3- interface hence affecting the performance of the dyes in DSSCs.

Reductive couplings of 2-halopyridines without external ligand: Phosphine-free nickel-catalyzed synthesis of symmetrical and unsymmetrical 2,2'-bipyridines

An unexpectedly facile synthetic approach for symmetrical and unsymmetrical 2,2'-bipyridines through the Ni-catalyzed reductive couplings of 2-halopyridines was developed. The couplings were efficiently catalyzed by 5 mol % of NiCl2.6H2O without the use of external ligands. A variety of 2,2'-bipyridines including caerulomycin F have been efficiently synthesized.

LIGAND EXCHANGE AND LIGAND COUPLING VIA THE ?-SULFURANE INTERMEDIATE IN THE REACTION OF ALKYL 2-PYRIDYL SULFOXIDE WITH GRIGNARD REAGENTS: CONVENIENT PREPARATION OF 2,2'-BIPYRIDINES

The reaction between methyl 2-pyridyl sulfoxide (1) with Grignard reagents afforded 2,2'-bipyridine (2) in moderate yield.The reaction is considered to involve initial ligand exchange to generate 2-pyridylmagnesium halide which in the subsequent step attacks the original sulfoxide to form the ?-sulfurane that undergoes ligand coupling to afford 2.The reaction of t-butyl-2-pyridyl sulfoxide (3) with C6H5MgBr, however, gave only 2-phenylpyridine (4).This may due to steric hindrance to the initial ligand exchange.Formation of 2 is a convenient process for preparation of 2,2'-bipyridines bearing various substituents.