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1-(3-Trifluoromethylphenyl)imidazole, a member of the imidazole family, is a heterocyclic organic compound characterized by a five-membered ring with two non-adjacent nitrogen atoms. With the molecular formula C10H7F3N2, this white to off-white crystalline powder is distinguished by the presence of a trifluoromethyl group on the phenyl ring, which imparts unique properties and makes it valuable in various chemical reactions and applications. Its structural features and electronic properties also hold potential in the development of new materials and in medicinal chemistry.

25371-97-5

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25371-97-5 Usage

Uses

Used in Pharmaceutical Synthesis:
1-(3-Trifluoromethylphenyl)imidazole is used as a key intermediate in the synthesis of pharmaceuticals for its ability to contribute to the development of novel drug candidates with enhanced properties. Its unique trifluoromethyl group can influence the pharmacokinetics and pharmacodynamics of the resulting compounds, potentially leading to improved therapeutic effects.
Used in Agrochemical Development:
In the agrochemical industry, 1-(3-Trifluoromethylphenyl)imidazole is utilized as a building block for the creation of new agrochemicals. Its incorporation can lead to the design of more effective pesticides or herbicides, with the trifluoromethyl group potentially enhancing the stability and activity of these compounds in agricultural settings.
Used in Organic Compounds Synthesis:
1-(3-Trifluoromethylphenyl)imidazole serves as a versatile starting material in the synthesis of various organic compounds. Its reactivity and structural attributes make it suitable for use in organic chemistry, where it can be employed to construct complex molecules with specific functionalities.
Used in Material Science:
1-(3-TRIFLUOROMETHYLPHENYL)IMIDAZOLE's structural features and electronic properties position it as a candidate for the development of new materials in material science. Its potential applications may include the creation of advanced polymers, coatings, or other materials with unique properties stemming from the imidazole ring and the trifluoromethyl group.
Used in Medicinal Chemistry:
1-(3-Trifluoromethylphenyl)imidazole holds promise in medicinal chemistry, where it can be used to design and develop new pharmaceutical agents. Its structural elements can be leveraged to target specific biological pathways or to improve the druggability of certain molecular scaffolds, contributing to the discovery of innovative therapeutics.

Check Digit Verification of cas no

The CAS Registry Mumber 25371-97-5 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,5,3,7 and 1 respectively; the second part has 2 digits, 9 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 25371-97:
(7*2)+(6*5)+(5*3)+(4*7)+(3*1)+(2*9)+(1*7)=115
115 % 10 = 5
So 25371-97-5 is a valid CAS Registry Number.
InChI:InChI=1/C10H7F3N2/c11-10(12,13)8-1-3-9(4-2-8)15-6-5-14-7-15/h1-7H

25371-97-5SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 14, 2017

Revision Date: Aug 14, 2017

1.Identification

1.1 GHS Product identifier

Product name 1-(3-Trifluoromethylphenyl)imidazole

1.2 Other means of identification

Product number -
Other names 1-[3-(trifluoromethyl)phenyl]imidazole

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:25371-97-5 SDS

25371-97-5Downstream Products

25371-97-5Relevant academic research and scientific papers

Steric effects on acetate-assisted cyclometallation ofmeta-substitutedN-phenyl andN-benzyl imidazolium salts at [MCl2Cp*]2(M = Ir, Rh)

Davies, David L.,Singh, Kuldip,Tamosiunaite, Neringa

, p. 13505 - 13515 (2021/10/12)

meta-SubstitutedN-phenyl,N′-methyl andN-benzyl,N′-methyl imidazolium salts undergo acetate-assisted cyclometallation to provide mixtures oforthoandparasubstituted cyclometallated complexes. The effect of the substituents on the isomer ratios is discussed; steric effects are more important in the 6-membered rings derived from theN-benzyl imidazolium salts than 5-membered rings from theN-phenyl salts. Comparisons are made to steric effects with some other common directing groups.

N -heterocyclic carbenes: Versatile second cyclometalated ligands for neutral iridium(III) heteroleptic complexes

Li, Tian-Yi,Liang, Xiao,Zhou, Liang,Wu, Chen,Zhang, Song,Liu, Xuan,Lu, Guang-Zhao,Xue, Li-Sha,Zheng, You-Xuan,Zuo, Jing-Lin

, p. 161 - 173 (2015/03/03)

With 2-(2,4-difluorophenyl)pyridine (dfppy) as the first cyclometalated ligand and different monoanionic N-heterocyclic carbenes (NHCs) as the second cyclometalated ligands, 16 blue or greenish-blue neutral iridium(III) phosphorescent complexes, (dfppy)s

Efficient and reusable catalytic system of Cul-PEG for n-arylation of imidazoles

Zhang, Qiang,Luo, Jun,Wei, Yunyang

experimental part, p. 114 - 121 (2011/11/01)

A simple, efficient, and recyclable catalytic system of CuI-poly(ethylene glycol) (PEG) was developed for the N-arylation of imidazoles with aryl halides to afford corresponding N-arylimidazoles in good to excellent yields under mild conditions and free of any additional ligands and solvents. The isolation of the products was readily performed by simple extraction with ether, and the catalytic system could be reused without remarkable loss of activity even after six runs.

Ninhydrin: an efficient ligand for the Cu-catalyzed N-arylation of nitrogen-containing heterocycles with aryl halides

Huang, Yi-Zheng,Gao, Jin,Ma, Hong,Miao, Hong,Xu, Jie

, p. 948 - 951 (2008/09/17)

Cu2O/ninhydrin was found to be an efficient catalyst system for the N-arylation of nitrogen-containing heterocycles with aryl and heteroaryl iodides, bromides and even unactivated chlorides to give the products in moderate to excellent yields.

Per-6-amino-β-cyclodextrin as an efficient supramolecular ligand and host for Cu(I)-catalyzed N-arylation of imidazole with aryl bromides

Suresh, Palaniswamy,Pitchumani, Kasi

experimental part, p. 9121 - 9124 (2009/04/11)

(Chemical Presented) Per-6-amino-β-cyclodextrin (per-6-ABCD), acting simultaneously as a supramolecular ligand for CuI and host for aryl bromides, catalyzes N-arylation of imidazole with aryl bromides under mild conditions. This simple method proceeds with excellent yield for the coupling of imidazole with various substituted aryl bromides demonstrating good tolerance of other functionalities.

Highly efficient copper-catalyzed formation of N-aryl diazoles using KF/A12O3

Hosseinzadeh, Rahman,Tajbakhsh, Mahmood,Alikarami, Mohammad

, p. 2124 - 2126 (2008/02/05)

A simple and efficient method for the coupling of aryl iodides with heterocyclic compounds such as diazoles that does not require the use of alkoxide bases is described. The C-N bond forming procedure shows that the combination of air stable CuI and 1,10-phenanthroline in the presence of KF/Al2O3 comprises an extremely efficient and general catalyst system for the N-arylation of aryl iodides. Different functionalized aryl iodides were coupled with diazoles using this method. Georg Thieme Verlag Stuttgart.

Highly efficient and practical phosphoramidite-copper catalysts for amination of aryl iodides and heteroaryl bromides with alkylamines and N(H)-heterocycles

Zhang, Zhanjin,Mao, Jincheng,Zhu, Di,Wu, Fan,Chen, Huilin,Wan, Boshun

, p. 4435 - 4443 (2007/10/03)

A highly efficient copper-catalyzed system using phosphoramidite as ligands was applied to N-arylation of alkylamines and N(H)-heterocycles with aryl iodides and heteroaryl bromides. The reactions were carried out in relative mild conditions and good to excellent yields were obtained.

An efficient copper-catalyzed coupling of aryl halides with imidazoles

Kiyomori, Ayumu,Marcoux, Jean-Francois,Buchwald, Stephen L.

, p. 2657 - 2660 (2007/10/03)

Copper-catalyzed N-arylation of imidazoles can be accomplished using (CuOTf)2 · benzene as a copper source and Cs2CO3 as a base in xylenes at 110-125 °C. Addition of 1,10-phenanthroline (phen) and trans, trans- dibenzylide

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