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Product Code B1661-1g
Price $219 ex. VAT

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A rigid fluorinated heterocyclic building block

Used as ligands and APIs in application of OLEDs, DSSCs and drug discovery

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

Multiple functional groups

For facile synthesis

Fluorinated building block

Fluorinated imidazole building block

For drug discovery, biochemistry, and OLEDs

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High purity 25371-96-4

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

1-[2-(Trifluoromethyl)phenyl]imidazole chemical structure, CAS 25371-96-4
1-[2-(Trifluoromethyl)phenyl]imidazole chemical structure, CAS 25371-96-4

Product Details

Purity 98%
Melting Point Tm = 50 °C – 53 °C
Appearance White powder

MSDS Documentation

1-[2-(Trifluoromethyl)phenyl]imidazole1-[2-(Trifluoromethyl)phenyl]imidazole MSDS Sheet

Literature and Reviews

  1. 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.
  2. 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.
  3. 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.
  4. Ruthenium(II) bipyridyl complexes with cyclometalated NHC ligands, Inorg. Chem., 56(12), 7217–7229(2017); DOI: 10.1021/acs.inorgchem.7b00831.
  5. The antinociceptive effect of 1-(2-trifluoromethylphenyl) imidazole (TRIM), a potent inhibitor of neuronal nitric oxide synthase in vitro, in the mouse, R. Handy et al., Br. J. Pharmacol., 116, 2349-2350(1995); DOI: 10.1111/j.1476-5381.1995.tb15078.x.

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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