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Product Code B1671-5g
Price £165 ex. VAT

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

Multiple functional groups

For facile synthesis

Fluorinated building block

Fluorinated imidazole building block

For drug discovery, DSSCs, and COFs

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High purity 33468-69-8

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

4-(Trifluoromethyl)-1H-imidazole chemical structure, CAS 33468-69-8
4-(Trifluoromethyl)-1H-imidazole chemical structure, CAS 33468-69-8

Product Details

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

MSDS Documentation

4-(Trifluoromethyl)-1H-imidazole4-(Trifluoromethyl)-1H-imidazole MSDS Sheet

Literature and Reviews

  1. 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.
  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.
  3. 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.

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