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Product Code B1571-5g
Price $144 ex. VAT

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A fluorinated aromatic bicyclic building block

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

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

Multiple functional groups

For facile synthesis

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High purity 705-09-9

High purity

>98% High purity

Fluorinated building block

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

2-(difluoromethyl)benzimidazole chemical structure, CAS 705-09-9, CAS
2-(Difluoromethyl)benzimidazole chemical structure, CAS 705-09-9

Product Details

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

MSDS Documentation

2-(Difluoromethyl)benzimidazole2-(Difluoromethyl)benzimidazole MSDS Sheet

Literature and Reviews

  1. Difluoromethane as a precursor to difluoromethyl borates, J. Geri et al., Chem. Commun., 55, 5119-5122(2019); DOI: 10.1039/C9CC01565E.
  2. 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.
  3. 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.
  4. 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.
  5. 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.

To the best of our knowledge the information provided here is accurate. The values provided are typical at the time of manufacture and may vary over time and from batch to batch. Products may have minor cosmetic differences (e.g. to the branding) compared to the photos on our website. All products are for laboratory and research and development use only.

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