4,4′-Bis(trifluoromethyl)-2,2′-bipyridine

CAS Number 142946-79-0

Chemistry Building Blocks, Fluorinated Building Blocks, Heterocyclic Building Blocks, Materials, Monomers

4,4′-Bis(trifluoromethyl)-2,2′-bipyridine MSDS

4,4′-Bis(trifluoromethyl)-2,2′-bipyridine CAS 142946-79-0

A fluorinated bipyridine building block

as a ligand for metal complexes for OLEDs, DSSCs and photocatalytic reactions

Specifications | MSDS | Literature and Reviews

4,4′-Bis(trifluoromethyl)-2,2′-bipyridine (CAS number 142946-79-0), also known as 4,4'-(CF₃)₂bpy, is a 2,2'-bipyridine derivative that has two anchoring trifluoromethyl groups. 2,2'-bipyridine is a popular ligand, as the nitrogen atoms and the metal centre form a stable 5-membered ring. Homoleptic rare earth metal (terbium and dysprosium) complexes with 4,4′-bis(trifluoromethyl)-2,2′-bipyridine show quantum yield up to 0.9% and high relaxation rate of 99.5 Hz in ¹⁹F NMR (B = 5.87 T at 298 K). It exhibits a great potential to use in ¹⁹F MRI/optical imaging probes.

The trifluoromethyl anchoring groups in 4,4′-bis(trifluoromethyl)-2,2′-bipyridine improve the photoconversion efficiency (up to 34%) in dye-sensitive solar cells (DSSCs). The enhancement is owing to the stabilization of the highest occupied molecular orbital (HOMO) introduced by the fluorinated building blocks.

Multiple functional groups

For facile synthesis

Fluorinated bipyridine building block

For organometallic complexes, solar cells, and OLEDs research

Worldwide shipping

Quick and reliable shipping

High purity

>97% High purity

General Information

CAS Number	142946-79-0
Chemical Formula	C₁₂H₆F₆N₂
Full Name	4,4′-Bis(trifluoromethyl)-2,2′-bipyridine
Molecular Weight	292.18 g/mol
Synonyms	4,4'-Bis(trifluoromethyl)-2,2'-bipyridyl, 4,4'-(CF₃)₂bpy
Classification / Family	Fluorinated building block, Heterocyclic building block, Ligands, DSSCs, OLEDs, Photocatalytic reactions

Chemical Structure

Product Details

Purity	97%
Melting Point	T_m = 78 – 80 °C
Appearance	White powder

MSDS Documentation

4,4′-Bis(trifluoromethyl)-2,2′-bipyridine MSDS Sheet

Literature and Reviews

4,4’-Bis(trifluoromethyl)-2,2’-bipyridine – a multipurpose ligand scaffold for lanthanoid-based luminescence/¹⁹F NMR probes, T. Güden-Silber et al., Dalton Trans., 42, 13882(2013); DOI: 10.1039/c3dt50842k.
Photochemistry between a ruthenium(II) pyridylimidazole complex and benzoquinone: simple electron transfer versus proton-coupled electron transfer, R. Hönes, Photochem. Photobiol. Sci., 12, 254–261(2013); DOI: 10.1039/C2PP25270H.
Syntheses and electronic and optical properties of complexes of the bis(2,2'-bipyrazyl)ruthenium unit, B. Coe et al., Polyhedron, 95, 57–65(2015); DOI: 10.1016/j.poly.2015.04.028.

Synthesis of 2,2'-bipyridines: versatile building blocks for sexy architectures and functional nanomaterials, G. Newkome et al., Eur. J. Org. Chem., 235–254(2014); DOI: 10.1002/ejoc.200300399.
The beneficial effects of trifluoromethyl-substituents on the photoconversion efficiency of copper(I) dyes in dye-sensitized solar cells, F. Brunner et al., RSC Adv., 5, 58694–58703(2015); DOI: 10.1039/c5ra09590e.