5,5'-Dimethyl-2,2'-bipyridine

CAS Number 1762-34-1

Chemistry Building Blocks, Heterocyclic Building Blocks, Materials, Monomers

5,5'-Dimethyl-2,2'-bipyridine CAS 1762-34-1

A frequent bipyridyl ligand and intermediate

Available for the synthesis of organometallic complexes, photosensitizers, and pharmaceuticals applications

Specifications | MSDS | Literature and Reviews

5,5'-Dimethyl-2,2'-bipyridine (or 5,5'-Dimethyl-2,2'-bipyridyl), CAS number 1762-34-1, is a bipyridyl derivative with dimethyl functional groups at 5,5-positions. Dimethyl groups can be further oxidised to prepare 2,2'-bipyridine-5,5'-dicarboxylic acid. 5,5'-Dimethyl-2,2'-bipyridine is widely used as a ligand for organometallic chemical synthesis and pharmaceuticals applications.

Exhibiting high luminescence for G-quadruplex DNA, iridium(III) complex [Ir(pbi)2(5,5'-dmbpy)]PF6 is employed to construct G-quadruplex-based assay for protein tyrosine kinase-7 (PTK7) in aqueous solution. PTK7 is an important biomarker for a range of leukaemia and solid tumours. 5,5′-dimethyl -2, 2′-dipyridyl demonstrates significant activity against embryos and was capable of arresting development at a number of stages of embryogenesis.

General Information

CAS Number	1762-34-1
Chemical Formula	C₁₂H₁₂N₂
Full Name	5,5′-Dimethyl-2,2′-bipyridine
Molecular Weight	184.24 g/mol
Synonyms	5,5'-Dimethyl-2,2'-bipyridyl, 5,5'-dmbpy
Classification / Family	Bipyridine derivatives, Semiconductor synthesis intermediates, OLED, OFETs, organic photovoltaics

Chemical Structure

Product Details

Purity	>98% (¹H NMR)
Melting Point	T_m = 115 °C
Appearance	Off white powder

MSDS Documentation

5,5'-Dimethyl-2,2'-bipyridine MSDS Sheet

Literature and Reviews

Luminescence switch-on detection of protein tyrosine kinase-7 using a G-quadruplex-selective probe, Chem. Sci., 6, 4284-4290 (2015); DOI: 10.1039/C5SC01320H.
A novel Au(III) complex with the 5,5′-dimethyl-2,2′-bipyridine ligand: Synthesis, characterization, X-ray crystal structure and biological evaluation, T. Kondori et al., Polyhedron, 210, 115513 (2021); 10.1016/j.poly.2021.115513.
Supramolecular architectures of mononuclear nickel(II) and homobinuclear copper(II) complexes square with the 5,5’dimethyl-2,2’-bipyridine ligand: Syntheses, Crystal structures and Hirshfeld surface analyses, W. Maalej et al., J. Mol. Struct., 1250, 131727 (2022); DOI: 10.1016/j.molstruc.2021.131728.

Assessment of the interaction procedure between Pt(IV) prodrug [Pt(5,5′-dmbpy)Cl4 and human serum albumin: Combination of spectroscopic and molecular modeling technique, S. Shahraki et al., J. Biomol. Struct. Dyn., 35 (14), 3098-3106 (2017); DOI: 10.1080/07391102.2016.1243074.
Two new lead(II) coordination polymer and discrete complex containing bipyridine ligands with different positioned methyl substituents: synthesis, characterization, crystal structure determination, and luminescent properties, R. Alizadeh et al., Struct. Chem. 22, 1153–1163 (2011): DOI: 10.1007/s11224-011-9809-9.