382-19-4

Upstream product

• 564-10-3 3,3,3-trifluoro-2-(trifluoromethyl)propanoic acid 
• 382-22-9 3,3,3-trifluoro-2-trifluoromethyl-propionyl fluoride 
• 360-58-7 1-ethoxy-1,3,3,3-tetrafluoro-2-trifluoromethyl-propene 
• 684-22-0 bis(trifluoromethyl)ketene 
• 4074-09-3 α-hydrohexafluoroisobutyric aldehyde 

Downstream Products

• 51253-93-1 N-Cyclohexyl-4,4,4-trifluoro-2-oxo-3-trifluoromethyl-butyrimidoyl chloride 
• 564-10-3 3,3,3-trifluoro-2-(trifluoromethyl)propanoic acid 
• 786-39-0 β,β,β,β',β',β'-hexafluoro-isobutyric acid anilide 

Relevant academic research and scientific papers

Synthesis of 3,3,3-trifluoroethyl isocyanate, carbamate and ureas. Anticancer activity evaluation of N-(3,3,3-trifluoroethyl)-N′-substituted ureas

A new method is described for producing 3,3,3-trifluoroethyl isocyanate from perfluoroisobutene (PFIB). Isocyanate was used for synthesis of carbamates and ureas. A series of trifluoroethyl-substituted ureas has been tested in the National Cancer Institute (NCI, Bethesda, USA) by the NCI-60 DTP Human Tumor Cell Line Screening Program at a single high dose (10-5 M). The moderate anticancer activity was shown against some types of cancer on the individual human cell lines for leukemia, non-small cell lung cancer and renal cancer.

Synthesis of 1-aroyl(1-arylsulfonyl)-4-bis(trifluoromethyl)alkyl semicarbazides as potential physiologically active compounds

1,1-Bis(trifluoromethyl)alkyl isocyanates obtained from perfluoroisobutene (PFIB) react with aroyl(arylsulfonyl)hydrazines. Twenty eight prospective biologically active polyfluorinated 1,4-substituted semicarbazides were synthesized. The structure of each

Chemoselective halogenation of 2-hydroperfluoroalkyl aldehydes

2-Hydroaldehydes, RfCH(R)CHO, where Rf = CF 3, C2F5, n-C3F7 and R = CF3, C2F5, n-C3F7, Ph, H, were prepared via acid hydrolysis of the corresponding vinyl ethers, R fC(R) = CHOCH3, which can be readily prepared by reaction of Ph3P+C?HOCH3 with the corresponding ketone. The 2-hydroaldehydes can be chemoselectively converted to the acyl halide, RfCH(R)C(O)X (X = Cl, Br), via free-radical halogenation. The perfluoroalkyl group deactivates the 2-position toward radical abstraction of the 2-hydrogen, and halogenation occurs exclusively at the formyl hydrogen. However, halogenations of the 2-hydroaldehydes in glacial acetic acid chemoselectively gives the 2-haloaldehydes, RfCX(R)CHO, X = Cl, Br. Hydrolysis of the 2-hydroperfluoroacyl halides provides a useful route to 2-hydroperfluoroalkyl branched carboxylic acids, useful ketene precursors. This route avoids the use of toxic fluoroolefins, such as perfluoroisobutylene.

Synthesis and anticancer activity of N-bis(trifluoromethyl)alkyl-N′-thiazolyl and N-bis(trifluoromethyl)alkyl-N′-benzothiazolyl ureas

A number of N-bis(trifluoromethyl)alkyl-N′-thiazolyl and -benzothiazolyl ureas have been synthesized and evaluated for their in vitro antiproliferative activities against the human cancer cell lines at the National Cancer Institute (NCI, USA). The activity was shown for compounds 8a,c and 9a-c. The most sensitive cell lines relative to the tested compounds are: 8c PC-3 (prostate cancer, log GI50 -7.10), 9c SNB-75 (CNS cancer, log GI50 -5.84), 9b UO-31 (renal cancer, log GI50 -5.66), and SR (leukemia, log GI50 -5.44) human cancer cells.

Synthesis and properties of β-ethoxyvinyl polyfluoroalkyl ketones

A number of β-ethoxyvinyl polyfluoroalkyl ketones were synthesized by acylation of ethyl vinyl ether with acid chlorides containing polyfluoroalkyl groups of different composition and structure. Some typical nucleophilic reactions of the title compounds with amines were carried out. Two new fluoro-containing pyrimidinoles were synthesized by the reaction of β- ethoxyvinyl polyfluoroalkyl ketones with urea.