3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline

CAS Number 641571-11-1

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

3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline MSDS

3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline CAS 641571-11-1

A building block of imidazole derivatives

Used for the synthesis of semiconducting organometallic complex in the application of OLEDs as phosphorescent active layer materials

Overview
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3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline (CAS number 641571-11-1), as an arylimidazole derivative, has multiple functional groups including aniline, methyl and imidazole which are readily available for further functionalization.

This building block can typically be used for the synthesis of homoleptic imidazole-type iridium (Ir) triplet emitters as a blue phosphorescent emitter in OLED. The iridium organometallic complex is formed by coordinating the imidazole and the aryl group to the iridium metal centre. The trifluoromethyl group, with strong electron withdrawing effect, increases the energy gap between the highest occupied molecular orbital and the lowest unoccupied molecular orbital (HOMO-LUMO), hence enabling blue shift in the photoluminescent emission.

3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline is also used in conjunction with other building block ligands, i.e. pyridylpyrazoles for adjusting the light-emitting colours of the active layer emitters.

Multiple functional groups

For facile synthesis

Fluorinated aminophenylimidazole building block

For semiconductors, dyes, and OLEDs

Worldwide shipping

Quick and reliable shipping

High purity

>98% High purity

General Information

CAS Number	641571-11-1
Chemical Formula	C₁₁H₁₀F₃N₃
Full Name	3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline
Molecular Weight	241.21 g/mol
Synonyms	5-(4-Methyl-1H-imidazol-1-yl)-3-(trifluoromethyl)benzeneamine, Nilotinib impurity A
Classification / Family	Imidazole-aryl derivatives, Semiconductor synthesis intermediates, OLED, Heterocyclic building blocks

Chemical Structure

Product Details

Purity	>98% (¹H NMR)
Melting Point	T_m = 126-129 °C (lit.)
Appearance	White-grey crystal/powder

MSDS Documentation

3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline MSDS Sheet

Literature and Reviews

Excited-State Modification of Phenylimidazole-Based Cyclometalated Ir(III) Complexes through Secondary Bulky Aryl Substitution and Inductive Modification Enhances the Blue Emission Efficiency in Phosphorescent OLEDs, S-Y Kim et al., Inorg. Chem., 61(46), 18554–18567(2022); DOI:10.1021/acs.inorgchem.2c02890.
Recent Progress in High-Efficiency Blue-Light-Emitting Materials for Organic Light-Emitting Diodes, Y Im et al., Adv. Funct. Mater., 27(13), 1603007(2017); DOI: 10.1002/adfm.201603007.
Small-Molecule Emitters with High Quantum Efficiency: Mechanisms, Structures, and Applications in OLED Devices, Q. Wei et al., Adv. Optical Mater., 6(20), 1800512(2018); DOI:10.1002/adom.201800512.
Wide-Range Color Tuning of Iridium Biscarbene Complexes from Blue to Red by Different N^N Ligands: an Alternative Route for Adjusting the Emission Colors, K-Y Lu et al., Adv. Mater., 23, 4933–493(2011); DOI: 10.1002/adma.201102886.

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