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1-Bromo-3,3,3-trifluoroacetone is used in the preparation of 3-nonylthio-1,1,1-trifluoropropan-2-one and perfluoroalkylated trans-allylic alcohols. It is involved in the synthesis of cyclic tetrapeptides. Further, it reacts with potassium enolate of ethyl 4,4,4-trifluoroacetoacetate to produce ethyl 2,4-bis(trifluoromethyl)-4-hydroxydihydro-3-furoate.
A novel reductive olefination reaction with aldehydes, mediated by Ti(O-i-Pr)4 and PPh3, provides a one-pot synthesis of trifluoromethylated trans-allylic alcohols: Chem. Commun., 2195 (1998):
The oxime is readily converted with base to the highly reactive species 1,1,1-trifluoro-2-nitroso-2-propene, which undergoes hetero-Diels-Alder reactions, e.g. with cyclopentadiene or indole to give fused oxazolines. The indole adduct rearomatizes to give 1-(3-indolyl)-3,3,3-trifluoroacetoxime: J. Org. Chem., 57, 339 (1992).
Hiraoka, Y.; Kawasaki-Takasuka, T.; Morizawa, Y.; Yamazaki, T. Synthetic utility of 2,3,3,3-tetrafluoroprop-1-ene (HFO-1234yf). J. Fluorine Chem. 2015, 179, 71-76.
Dalmal, T.; Appalanaidu, K.; Kosurkar, U. B.; Jagadeesh Babu, N.; Kumbhare, R. M. One-Pot Synthesis of 2-Imino-4-(trifluoromethyl)thiazolidin-4-ol Derivatives in a Three-Component Reaction: Application to Structurally Diverse Scaffolds of Biological Interest Through Subsequent Reactions. Eur. J. Org. Chem. 2014, 2014 (12), 2468-2479.
Gefahrenhinweise (EU): H225-H314-H318
Highly flammable liquid and vapour. Causes severe skin burns and eye damage. Causes serious eye damage.
Keep away from heat/sparks/open flames/hot surfaces. - No smoking. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.