567-64-6

Usage

Uses

Used in Chemical Synthesis:
2,2,2-Trifluoro-N,N-diisopropylacetamide is used as a solvent for facilitating various organic reactions due to its high boiling point and solvating ability.
Used in Pharmaceutical Production:
2,2,2-Trifluoro-N,N-diisopropylacetamide is used as an intermediate in the synthesis of pharmaceuticals, contributing to the development of new drugs.
Used in Agrochemical Production:
2,2,2-Trifluoro-N,N-diisopropylacetamide is used as an intermediate in the production of agrochemicals, aiding in the synthesis of compounds for agricultural applications.
Used in Polymer Manufacturing:
2,2,2-Trifluoro-N,N-diisopropylacetamide is used as a solvent in the manufacturing of polymers, helping to dissolve and process the polymer materials.
Used in Semiconductor Industry:
2,2,2-Trifluoro-N,N-diisopropylacetamide is used as a solvent for polymers in the semiconductor industry, playing a role in the production of electronic components.
Safety Considerations:
While 2,2,2-Trifluoro-N,N-diisopropylacetamide is relatively stable under normal conditions, it should be handled with caution due to its potential health hazards. It can cause irritant and harmful effects if swallowed, inhaled, or in contact with skin and eyes.

Upstream product

• 3085-76-5 diisopropylcyanamide 
• 407-25-0 trifluoroacetic anhydride 

Downstream Products

• 379-18-0 1,1-diphenyl-2,2,2-trifluoroethanol 

Relevant academic research and scientific papers

Formation of Urea, Isourea, and Triazine Derivatives from Diisopropylcyanamide with Trifluoroacetic Anhydride and Trifluoromethanesulfonic Anhydride: Thermal Instability of Urea and Isourea Derivatives

Diisopropylcyanamide reacts exothermically with trifluoroacetic anhydride to give 2, an equilibrium mixture, in C6D6 solution, of 1:1 adducts, N,N-diisopropyl-N', O-bis(trifluoroacetyl)isourea, 2a (10%), and N,N-diisopropyl-N',N'-bis(trifluoroacetyl)urea, 2c (90%), at 27°C. Compound 2c is a colorless solid, mp 49-51°C. Thermolysis of 2, at 117°C, shows first-order kinetics with the intital products being trifluoroacetonitrile, 4, and diisopropylcarbamic trifluoroacetic mixed anhydride, 3. Trifluoroacetonitrile trimerizes to 2,4,6-tris(trifluoromethyl)-1,3,5-triazine, and 3 is thermally labile giving diisopropyltrifluoroacetamide and CO2. In the thermolysis reaction 4 reacts with 2a to give a small amount of 4-(diisopropylamino)-4-(trifluoroacetoxy)-2,6-bis(trifluoromethyl)-4H-1,3,5- oxadiazine, 7. A related compound, 4,4-bis(diisopropylamino)-2,6-bis(trifluoromethyl)-4H-1,3,5-oxadiazine, 8, is formed from 7 and 2c going through a concentration maximum at 4000 s in the kinetic run. Compound 8 thermolytically dissociates to generate 4 and tetraisopropylurea. Compound 2 is a trifluoroacetylating agent with methanol giving methyl trifluoroacetate in 97% yield. Accompanying this reaction is a methanol displacement of diisopropylamine giving a 1.7% yield of methyl-N-(trifluoroacetyl)urethane. Diisopropylcyanamide also reacts exothermically with trifluoromethanesulfonic anhydride to give 2,4,6-tris(diisopropylamino)-l-(trifluoromethanesulfonyl)triazinium trifluoromethanesulfonate, 15, in 96% yield. X-ray crystallographic structure drawing of 15 shows N1 (attached to CF3SO2) is pyramidal while N2, N4, and N6 (all diisopropylamino nitrogens) are sp2-planar. A small amount of O-ethyl-N,N-diisopropyl-N'-(trifluoromethanesulfonyl)isourea was also recovered, produced by the reaction of the initially formed intermediate, N,N-diisopropyl-N',O-bis(trifluoromethanesulfonyl)isourea, with ethanol contaminant in absolute ethyl ether solvent. Treatment of 15 with methanol, in the presence of K2CO3, gave a 90% yield of 2,4,6-tris-(diisopropylamino)-1-(trifluoromethanesulfonyl)-4-methoxy-1,4- dihydrotriazine.