393-05-5

Usage

Chemical structure

A benzene ring with three trifluoromethyl groups attached at the 1, 2, and 4 positions.

Physical state

Colorless liquid

Reactivity

High reactivity, commonly used as a starting material in organic reactions to introduce trifluoromethyl groups into various molecules.

Organic synthesis

Widely used in organic synthesis as a building block for the production of various pharmaceuticals, agrochemicals, and materials.

Medicinal chemistry

Has potential applications as an anti-inflammatory and anticancer agent.

Stability

Due to the presence of trifluoromethyl groups, the compound is relatively stable.

Solubility

Likely soluble in organic solvents due to its nonpolar nature.

Boiling point

Not provided, but can be inferred to be relatively high due to the presence of multiple fluorine atoms, which increase the intermolecular forces.

Density

Not provided, but can be inferred to be higher than water due to the presence of fluorine atoms, which are heavier than hydrogen atoms.

Upstream product

• 552-30-7 trimellitic Anhydride 
• 30646-55-0 1,1,3,3-tetrafluoro-4,5,7-tris-trifluoromethyl-1,3-dihydro-isobenzofuran 
• 41819-01-6 2,3,6-Tris-(trifluormethyl)-benzoylfluorid 
• 41818-99-9 2,4-Dimethyl-3-trifluormethylbenzoesaeure 
• 3360-57-4 3,5-Dimethyl-4-trifluormethyl-benzoesaeure 
• 41818-98-8 3-Chlormethyl-2.6-dimethylbenzotrifluorid 
• 41818-96-6 1,3-dimethyl-2-(trifluoromethyl)benzene 
• 444-47-3 2-(chloro-difluoro-methyl)-1,4-bis-trifluoromethyl-benzene 
• 7664-39-3 hydrogen fluoride 
• 594-19-4 tert.-butyl lithium 
• 692-50-2 hexafluoro-2-butyne 
• 71-43-2 benzene 
• 30503-75-4 3,5,6-Tris-(trifluormethyl)-phthalsaeure 
• 41819-04-9 2,3,6-Tris-(trifluormethyl)-benzoesaeure 

Downstream Products

• 202465-19-8 1-iodo-2,4,5-tris(trifluoromethyl)benzene 

Relevant academic research and scientific papers

Unusual reactivity of poly(trifluoromethyl)benzenes. Semiempirical reaction modelling

The reaction of methyllithium with 1,3,5-tris(trifluoromethyl)benzene, 1, 1,2,4,5-tetrakis(trifluoromethyl)benzene, 2, and 1,2,4-tris(trifluoromethyl)benzene, 3, was analyzed using the semiempirical package MOPAC 6.It was shown that formation of lithium-h

Bis- and oligo(trifluoromethyl)benzenes: Hydrogen/metal exchange rates and gas-phase acidities

The proton mobilities (kinetic acidities) of bis- and tris(trifluoromethyl)benzene are dictated to a large extent by steric factors; the trifluoromethyl group is a fairly bulky substituent that can seriously impede the approach of the metalating reagent. Most Satisfactory results in terms of yields and selectivities have been achieved with lithium 2,2,6,6-tetramethylpiperidide or with methyllithium in the presence of potassium tert-butoxide, a slim version of the standard superbase. The rates of deprotonation under irreversible conditions do not parallel the thermodynamic (equilibrium) acidities. Substituent effects on the deprotonation energies in the gas phase appear to be additive: each trifluoromethyl group lowers it by 13 kcal mol-1 when located ortho with respect to the carbanion, and by 10 kcal mol-1 when located in a meta or para position.