29871-68-9Relevant academic research and scientific papers
Synthesis of polyfluorinated tertiary alcohols using ring opening reactions of 2,2-bis(trifluoromethyl)oxirane
Petrov, Viacheslav A.
, p. 2225 - 2231 (2007/10/03)
This paper describes new reactions of 2,2-bis(trifluoromethyl)oxirane (1). Ring opening of 1 by oxygen, nitrogen, sulfur or carbon nucleophiles (Nu-) proceeds regioselectively, with exclusive formation of tertiary alcohols: NuCH2C(CF3)2OH. The reaction of 1 with strong acids (HX) is also regioselective and proceeds under mild conditions leading to the formation of XCH2C(CF3)2OH (X = FSO2O, CF3SO2O, Cl, I). The addition of acetic acid to 1, however, requires an elevated temperature and TaF5 a catalyst. Highly selective reactions of 1 with nucleophilic or electrophilic reagents provide a simple and general route to materials containing CH2C(CF3)2OH group.
