2-(Difluoromethyl)benzimidazole (CAS 705-09-9) is a fluorinated heterocyclic building block supplied as a white to off-white powder with >98% purity by 1H NMR. Its core is a benzimidazole, a benzene ring fused to an imidazole, carrying a difluoromethyl group at the 2-position. It serves mainly as an intermediate in the synthesis of dyes for dye-sensitized solar cells (DSSCs).
The nucleophilic amine sites react readily with electrophilic centres, letting chemists build dyes with extended chromophores. These amines can also bind metal centres such as Cu2+, which in DSSCs helps to slow charge recombination.
The difluoromethyl group adds lipophilicity, which improves processability. Because the two neighbouring fluorine atoms withdraw electron density, the proton on this group is more acidic than a typical alkyl proton, so the carbon can be deprotonated selectively for further functionalization.
- Synthesis intermediate for dyes used in dye-sensitized solar cells (DSSCs).
- Building larger chromophores by reaction of its nucleophilic amines with electrophilic centres.
- Coordination to metal centres such as Cu2+ to slow charge recombination in DSSCs.
- Fluorinated heterocyclic building block for semiconductor and dye research.
- Selective deprotonation at the difluoromethyl carbon for further functionalization.
| Brand | Ossila |
|---|---|
| CAS number | 705-09-9 |
| Molecular formula | C8H6N2F2 |
| Purity | >98% (1H NMR) |
| Category | — |
| Pack sizes | 5 g, 10 g |
| Physical form | White to off-white powder |
| Storage | — |
- Product code: B1571
- 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)
- Melting Point: 155 °C – 157 °C
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