4-(Trifluoromethyl)-1H-imidazole

CAS Number 3468-69-8

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

4-(Trifluoromethyl)-1H-imidazole CAS 3468-69-8

A fluorinated heterocyclic building block

Use as a synthesis intermediate for ligands in applications of COFs, APIs and DSSCs

Specifications | MSDS | Literature and Reviews

4-(Trifluoromethyl)-1H-imidazole (CAS number 3468-69-8) is a trifluoromethyl substituted imidazole, a heterocyclic compound with 2 nitrogen atoms (non-adjacent) in a 5-membred ring. Imidazolyl component is presented in many biological compounds such as histidine, thus it has strong interaction with bio-organisms. Imidazole derivatives are extensively used as antimicrobials, for instance, in prochloraz (fungicide) and imazamox (herbicide).

4-(Trifluoromethyl)-1H-imidazole is in the favour of core expansion for the synthesis of coordinating ligands. The amine group in 4-(trifluoromethyl)-1H-imidazole is reactive and can be easily modified under nucleophilic substitution. The amine can also be protected with chloromethyl methyl ether (MOMCl), with the intention to direct substitutions to land on the carbons.

A nitrogen-rich covalent organic framework based on imidazole and cyanuric chloride can efficiently capture CO₂ (80.1 mL/g at 273K and 1 bar). It also catalyses the cycloaddition of CO₂ and epoxides, serving the purpose of CO₂ carbon fixation.

Multiple functional groups

For facile synthesis

Fluorinated imidazole building block

For drug discovery, DSSCs, and COFs

Worldwide shipping

Quick and reliable shipping

High purity

>98% High purity

General Information

CAS Number	33468-69-8
Chemical Formula	C₄H₃F₃N₂
Full Name	4-(Trifluoromethyl)-1H-imidazole
Molecular Weight	136.08 g/mol
Synonyms	5-(Trifluoromethyl)-1H-imidazole, 4-(Trifluoromethyl)imidazole
Classification / Family	Fluorinated building block, Heterocyclic building block, COFs, APIs, DSSCs

Chemical Structure

Product Details

Purity	98%
Melting Point	T_m = 148 °C – 150 °C
Appearance	Off-white to pale beige powder

MSDS Documentation

4-(Trifluoromethyl)-1H-imidazole MSDS Sheet

Literature and Reviews

Analogue of 4,5-bis(3,5-dichlorophenyl)-2-trifluoromethyl-1H-imidazole as potential antibacterial agents, M. Antolini et al., Bioorg. Med. Chem. Lett., 9(7), 1023-1028(1999); DOI: 10.1016/s0960-894x(99)00112-2.
Design, synthesis and bioactivity evaluation of novel 2-(pyrazol-4-yl)-1,3,4-oxadiazoles containing an imidazole fragment as antibacterial agents, H. Liu et al., Molecules, 28, 2442(2023); DOI: 10.3390/molecules28062442.
One-pot construction of nitrogen-rich polymeric ionic porous networks for effective CO₂ capture and fixation, C. Ai et al., Polym. Chem., 13, 121(2022); DOI: 10.1039/d1py01121a.

Synthesis of bioactive imidazoles: a review, P. Gupta et al., Chem. Sci. J., 6(2), 100091(2015); DOI: 10.4172/2150-3494.10009.
Thiocyanate-free ruthenium(II) sensitizers with a bi-imidazole ligand in dye-sensitized solar cells (DSSCs), S. Ashraf et al., New J. Chem., 41, 6272(2017); DOI: 10.1039/c7nj01363a.