27258-83-9Relevant academic research and scientific papers
Reaction of halothane with carbonyl compounds in the presence of bases
Ando, Akira,Takahashi, Junko,Nakamura, Yuki,Maruyama, Naoki,Nishihara, Masakazu,Fukushima, Kaori,Moronaga, Jin,Inoue, Mayumi,Sato, Kazuyuki,Omote, Masaaki,Kumadaki, Itsumaro
, p. 283 - 285 (2007/10/03)
The reaction of halothane, 2-bromo-2-chloro-1,1,1-trifluoroethane (1), with aldehydes and ketones in the presence of bases was found to give 1-alkyl- or 1-aryl-2-bromo-2-chloro-3,3, 3-trifluoropropanols (2) or 2-chloro-3,3-difluoro-2-propenols (3) selecti
Efficient, practical and reproducible reactions of a commercial hydrochlorofluorocarbon
Bainbridge, J. Marie,Brown, Samantha J.,Ewing, Paul N.,Gibson, Robin R.,Percy, Jonathan M.
, p. 2541 - 2545 (2007/10/03)
We report a reliable and reproducible procedure for the conversion of readily-available hydrochlorofluorocarbon 1-chloro-2,2,2-trifluoroethane (HCFC-133a) to a metallated difluoroalkene (1-chloro-1-lithio-2,2-difluoroethene) which can be trapped with a range of electrophiles to afford high isolated yields of products. 1-Chloro-1-lithio-2,2-difluoroethene generated by our method reacts efficiently with aldehydes and ketones, Group (IV) halides, an epoxide and a sulfur electrophile. Less reactive, softer electrophiles fail to trap the reactive intermediate.
A Method for Synthesis of Fluorine Compounds Using Abnormal Grignard Reaction of Halothane
Takagi, Toshiyuki,Takesue, Atsushi,Koyama, Mayumi,Ando, Akira,Miki, Takuichi,Kumadaki, Itsumaro
, p. 3921 - 3923 (2007/10/02)
The reaction of 2-bromo-2-chloro-1,1,1-trifluoroethane (1) with 2-octanone (3a) in the presence of magnesium did not give 2-chloro-1,1,1-trifluoro-3-methyl-3-nonanol (4a) but 2-bromo-2-chloro-1,1,1-trifluoro-3-methyl-3-nonanol (5a) and 2-chloro-1,1-difluoro-3-methyl-1-nonen-3-ol (6a).This suggested that the primary Grignard reagent, 1-chloro-2,2,2-trifluoroethylmagnesium bromide (2), reacted with excess 1 rather than with the ketone 3a to give 1-bromo-1-chloro-2,2,2-trifluoroethylmagnesium bromide (8), which added to the ketone to give 5a.Detection of 1,1,1-trifluoro-2-chloroethane supported this mechanism.Compound 5a was formed preferentially at -53 deg C, and as the reaction mixture was warmed to 0 deg C, the amount of 5a decreased, while that of 6a increased.Therefore, compound 6a must be formed by reduction of 5a with excess magnesium.Treatment of 6a with hydrogen fluoride gave 2-chloro-1,1,1-trifluoro-3-methyl-2-nonene (9a).Cyclohexanone and acetophenone reacted similarly to give corresponding products.
