34091-69-5Relevant articles and documents
Efficient one-pot synthesis of 2-chloro-1,1, 1-trifluoro-2-alkenes under solvent-free conditions
Chen, Mu-Wang,Zhang, Xing-Guo,Zhong, Ping,Hu, Mao-Lin
experimental part, p. 756 - 763 (2009/09/05)
The improved one-pot Wittig reaction had been used to prepare trifluoromethyl-containing olefins under solvent-free conditions. Treatment of aldehydes with PPh3 and CF3CCl3 in the presence of K2CO3 at 100°C afforded 2-chloro-1,1,1-trifluoro-2-alkenes in g
Photochemical generation of highly destabilized vinyl cations: The effects of α- and β-trifluoromethyl versus α- and β-methyl substituents
Van Alem, Kaj,Belder, Geerte,Lodder, Gerrit,Zuilhof, Han
, p. 179 - 190 (2007/10/03)
(Chemical Equation Presented). The photochemical reactions in methanol of the vinylic halides 1-4, halostyrenes with a methyl or a trifluoromethyl substituent at the α- or β-position, have been investigated quantitatively. Next to E/Z isomerization, the reactions are formation of vinyl radicals, leading to reductive dehalogenation products, and formation of vinyl cations, leading to elimination, nucleophilic substitution, and rearrangement products. The vinyl cations are parts of tight ion pairs with halide as the counterion. The elimination products are the result of β-proton loss from the primarily generated α-CH3 and α-CF3 vinyl cations, or from the α-CH3 vinyl cation formed from the β-CH3 vinyl cation via a 1,2-phenyl shift. The β-CF 3 vinyl cation reacts with methanol yielding nucleophilic substitution products, no migration of the phenyl ring producing the α-CF3 vinyl cation occurs. The α-CF3 vinyl cation, which is the most destabilized vinyl cation generated thus far, gives a 1,2-fluorine shift in competition with proton loss. The experimentally derived order of stabilization of the vinyl cations photogenerated in this study, α-CF3 3 3 3, is corroborated by quantum chemical calculations, provided the effect of solvent is taken into account.
Synthesis of fluorine compounds using zinc complex of halothane
Takagi, Toshiyuki,Nakamoto, Makoto,Sato, Kazuyuki,Koyama, Mayumi,Ando, Akira,Kumadaki, Itsumaro
, p. 12667 - 12676 (2007/10/03)
We have reported the Grignard reaction of Halothane, 2-bromo-2-chloro-1,1,1-trifluoroethane (1), with ketones gave unexpected products, α-(1-bromo-1-chloro-2,2,2-trifluoroethyl)alcohols (4) at a low temperature. However, this reaction hardly proceeded with aldehydes. Now, we found the reaction of 1 with aldehydes in the presence of zinc gave not only products of type 4, but α-(1-chloro-2,2,2-trifluoroethyl)alcohols (3), the expected type of products, under mild conditions in good to moderate yields.