80768-55-4

Usage

Physical state

Colorless liquid

Odor

Minty

Uses

Intermediate in the synthesis of pharmaceuticals and agrochemicals, solvent and reagent in organic synthesis

Hazards

Harmful if swallowed or inhaled, may cause skin and eye irritation upon contact

Flammability

Flammable

Handling and storage

Handle with caution, store in a well-ventilated area away from sources of ignition.

Upstream product

• 75-63-8 Bromotrifluoromethane 
• 108-94-1 cyclohexanone 
• 2314-97-8 iodotrifluoromethane 
• 334-99-6 trifluoronitrosomethane 
• 950510-09-5 trimethyl((1-(trifluoromethyl)cyclohexyl)oxy)silane 
• 81290-20-2 (trifluoromethyl)trimethylsilane 
• 2923-18-4 sodium 2,2,2-trifluoroacetate 
• 75-46-7 trifluoromethan 

Downstream Products

• 454-55-7 1-(trifluoromethyl)-1-cyclohexene 
• 401-75-2 trifluoromethylcyclohexane 

Relevant academic research and scientific papers

TRPA1 ANTAGONISTS FOR THE TREATMENT OF DISEASES ASSOCIATED WITH PAIN AND INFLAMMATION

The present invention is directed to compounds of general formula (I) as described and defined herein, methods of preparing said compounds, intermediate compounds useful for preparing said compounds, pharmaceutical compositions comprising said compounds,

PREPARATION PROCESS OF PERFLUOROALKYL COMPOUND WITH MONOHYDROPERFLUOROALKANE AS STARTING MATERIAL

A simple production process is provided of a perfluoroalkyl compound that uses monohydroperfluoroalkane as a starting material, the perfluoroalkyl compound being an important intermediate of organic electronic materials, medicine, agricultural chemicals,

Convenient synthesis of fluorinated alkanes and cycloalkanes by hydrogenation of perfluoroalkylalkenes under ultrasound irradiation

Synthesis of several 1,4-disubstituted cyclohexanes, by hydrogenation of sterically hindered and electron poor perfluoroalkyl alkenes, was performed, at room temperature under hydrogen at atmospheric pressure. Hydrogenation was difficult to achieve without ultrasound whatever catalyst and pressure (from 1 to 120 bar) used. Coupling of ultrasonic irradiation with metallic catalysis dramatically increased the efficiency of hydrogenation of perfluoroalkyl alkenes.

Sodium trifluoroacetate: An efficient precursor for the trifluoromethylation of aldehydes

In a convenient and efficient procedure, the nucleophilic trifluoromethylation of aldehydes with sodium trifluoroacetate was achieved, using copper(I) halides as the catalyst.

Trifluoroacetamides from amino alcohols as nucleophilic trifluoromethylating reagents

Both non-enolizable and enolizable carbonyl compounds underwent nucleophilic trifluoromethylation by a new family of cheap and efficient trifluoroacetamide reagents derived from vic-amino alcohols (see picture). From an ecological and an economic viewpoint these represent a promising alternative to other known trifluoromethylation reagents.

Microreactors for the synthesis of fluorinated materials

The utility of microreactor for the synthesis of α-fluoro-α, β-unsaturated esters, trifluoromethylation and Michael addition reaction, is described.

Nucleophilic trifluoromethylation using trifluoromethyl iodide. A new and simple alternative for the trifluoromethylation of aldehydes and ketones

(Matrix Presented) A novel method for nucleophilic trifluoromethylation of aldehydes and ketones, based on photoinduced reduction of trifluoromethyl iodide by tetrakis(dimethylamino)ethylene (TDAE), is presented.

Preparation of Trifluoromethyl and Other Perfluoroalkyl Compounds with (Perfluoroalkyl)trimethylsilanes

The preparation of a variety of novel perfluoroalkyl-substituted compounds in high yields using easily prepared (perfluoroalkyl)trimethylsilanes (1a - c) is described. (Trifluoromethyl)-, (pentafluoroethyl)-, and (heptafluoropropyl)trimethylsilane, 1a - c, respectively, react readily with carbonyl compounds, such as aldehydes and ketones, by a fluoride-initiated catalytic process.Fluoride-initiated addition of 1 to a carbonyl group generates an oxyanionic species which then further catalyzes the reaction.Even enolizable carbonyl compounds react cleanly under the reaction conditions.A study of the scope of the reactivity of 1a toward other carbonyl groups in esters, lactones and an acid chloride was also carried out.Thus 1a reacts cleanly with five- and six-membered ring lactones.However, unactivated esters do not react under the reaction conditions.The acid chloride reacts with 1a to give a mixture of products.

Reactions of Trifluoromethyl Bromide and Related Halides: Part 9. Comparison between Additions to Carbonyl Compounds, Enamines, and Sulphur Dioxide in the Presence of Zinc

A Barbier procedure, under moderate pressure, was used for the trifluoromethylation of various carbonyl compounds, starting from trifluoromethyl bromide and zinc in pyridine.Trifluoromethyl methanols were obtained from aldehydes and trifluoromethyl ketones from activated esters.Ethyl benzoate, or acetone, induced the formation of the solvated trifluoromethylzinc derivatives which did not react with carbonyl cpompounds.Consequently, the Barbier condensation in that case was considered to involve nascent organometallics reacting near the zinc surface.The reaction with sulphur dioxide, leading to trifluoromethanesulphinate, showed striking differences from that of carbonyl compounds.It was shown that the main pathway occcured in solution.This condensation was interpreted by the initial formation of sulphur dioxide radical anion, which reacts with trifluoromethyl bromide by a single-electron-transfer process.Attempts to condense iminium salts failed when a hydrogen atom was lacking in the α position.When the iminium ion can be transformed in situ to an enamine, a reaction occured, leading to α-trifluoromethyl ketones.This condensation was interpreted by a chain mechanism involving trifluoromethyl radicals.