1-[2-(Trifluoromethyl)phenyl]imidazole
CAS Number 25371-96-4
Chemistry Building Blocks, Fluorinated Building Blocks, Heterocyclic Building Blocks, Materials, Monomers
A rigid fluorinated heterocyclic building block
Used as ligands and APIs in application of OLEDs, DSSCs and drug discovery
Specifications | MSDS | Literature and Reviews
1-[2-(Trifluoromethyl)phenyl]imidazole (CAS number 25371-96-4) is a trifluoromethyl substituted benzene ring connecting to an imidazole at ortho-position. By having a carbon-carbon single bond connected benzene and imidazole, 1-[2-(Trifluoromethyl)phenyl]imidazole shows strong binding affinity to transition metals such as iridium (Ir) and ruthenium (Ru). The homoleptic iridium(III)-phenylimidazole complexes show high photoluminescence quantum yields (53%) and in OLED devices they display high current efficiency of 20 cd/A at luminance of 1000 cd/m2. A cyclometalated ruthenium complex with phenylimidazole is used as a chromogenic sensor for detecting fluoride in acetonitrile, showing a red shift from 565 nm to 618 nm (solution colour changed from red to green).
1-[2-(Trifluoromethyl)phenyl]imidazole has been vastly investigated as an inhibitor of neuronal nitric oxide synthase which is involved in depression and anxiety. 1-[2-(trifluoromethyl)phenyl]imidazole (30 mg/kg/day) shows significant antidepressant-like effect in vitro and in vivo study.
Multiple functional groups
For facile synthesis
Fluorinated imidazole building block
For drug discovery, biochemistry, and OLEDs
Worldwide shipping
Quick and reliable shipping
High purity
>98% High purity
General Information
CAS Number | 25371-96-4 |
Chemical Formula | C10H7F3N2 |
Full Name | 1-[2-(Trifluoromethyl)phenyl]-1H-imidazole |
Molecular Weight | 212.17 g/mol |
Synonyms | TRIM, 1-(1H-Imidazol-1-yl)-2-(trifluoromethyl)benzene |
Classification / Family | Fluorinated building block, Heterocyclic building block, OLEDs, APIs |
Chemical Structure
Product Details
Purity | 98% |
Melting Point | Tm = 50 °C – 53 °C |
Appearance | White powder |
MSDS Documentation
1-[2-(Trifluoromethyl)phenyl]imidazole MSDS Sheet
Literature and Reviews
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Effects of neuronal and inducible NOS inhibitor 1-[2-(trifluoromethyl)phenyl]imidazole (TRIM) in unpredictable chronic mild stress procedure in mice, O. Mutlu et al., Pharmacol. Biochem Behav., 92, 82-87(2009); DOI: 10.1016/j.pbb.2008.10.013.
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A cycloruthenated 2phenylimidazole: chromogenic sensor for nitrite in acidic buffer and fluoride in CH3CN, Z. Li et al., New J. Chem., 47, 4911-4919(2023); DOI: 10.1039/D2NJ05227J.
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Homoleptic tris-cyclometalated iridium (III) complexes with phenylimidazole ligands for highly efficient sky-blue OLEDs, J. Zhuang et al., New J. Chem., 39, 246-253(2015); DOI: 10.1039/C4NJ01316F.