2-(Difluoromethyl)benzimidazole

CAS Number 705-09-9

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

2-(Difluoromethyl)benzimidazole CAS 705-09-9

A fluorinated aromatic bicyclic building block

Used as a synthesis intermediate for dye-sensitizing solar cells (DSSCs)

Specifications | MSDS | Literature and Reviews

2-(Difluoromethyl)benzimidazole, CAS number 705-09-9, is a fluorinated heterocyclic aromatic compound, consisting of a benzimidazole which is an imidazole fused with a benzene, and a difluoromethyl group at the 2-position. The amines in 2-(difluoromethyl)benzimidazole are nucleophilic and can easily attack an electrophilic centre in other molecules for synthesizing dyes with larger chromophores. The amines can also coordinate to a metal centre such as Cu²⁺ in application of DSSCs, in which charge recombination is efficiently slowed down.

The difluoromethyl substituent provides the lipophilicity to 2-(difluoromethyl)benzimidazole, improving the processability. The proton on the difluoromethyl group is more acidic than regular alkyl proton, due to the electron deficit of the two fluoro-groups on the adjacent carbon. This allows the carbon to be selectively deprotonated for further functionalization.

Multiple functional groups

For facile synthesis

Worldwide shipping

Quick and reliable shipping

High purity

>98% High purity

Fluorinated benzimidazole building block

For semiconductors, dyes, and solar cells

General Information

CAS Number	705-09-9
Chemical Formula	C₈H₆N₂F₂
Full Name	2-(Difluoromethyl)-1H-benzimidazole
Molecular Weight	244.20 g/mol
Synonyms	2-(Difluoromethyl)-1H-benzomidazole
Classification / Family	Benzimidazole derivatives, Heterocyclic building blocks, Fluorinated building block, Dye-sensitized solar cells (DSSCs)

Chemical Structure

Product Details

Purity	>98% (¹H NMR)
Melting Point	T_m = 155 °C – 157 °C
Appearance	White to off-white powder

MSDS Documentation

2-(Difluoromethyl)benzimidazole MSDS Sheet

Literature and Reviews

Difluoromethane as a precursor to difluoromethyl borates, J. Geri et al., Chem. Commun., 55, 5119-5122(2019); DOI: 10.1039/C9CC01565E.
Heteroleptic Ru(II) cyclometalated complexes derived from benzimidazole-phenyl carbene ligands for dye-sensitized solar cells: an experimental and theoretical approach, T. Jella et al., Mater. Chem. Front., 1, 947-957(2017); DOI: 10.1039/c6qm00264a.
Mild donor-π-mild acceptor (mD-π-mA) benzimidazole-based deep blue fluorophores with hybridized local and charge transfer (HLCT) excited states for OLEDs, J. Girase et al., J. Inf. Disp., 23(3), 221-234(2022); DOI:10.1080/15980316.2022.2075042.

Molecular topology tuning of bipolar host materials composed of fluorene-bridge benzimidazole and carbazole for highly efficient electrophosphorescence, E. Mondal et al., Chem. Eur. J., 19, 10563–10572(2013); DOI: 10.1002/chem.201300738.
The performance-determining role of lewis bases in dye-sensitized solar cells employing copper-bisphenanthroline redox mediators, S. Fürer et al., Adv. Energy Mater., 2020, 10, 2002067(2020); DOI: 10.1002/aenm.202002067.