233584-55-9Relevant academic research and scientific papers
Reactivity and regiochemical behavior in the solvolysis reactions of (2,2-difluorocyclopyl)methyl tosylates
Battiste, Merle A.,Tian, Feng,Baker, John M.,Bautista, Olivia,Villalobos, Janette,Dolbier Jr., William R.
, p. 39 - 51 (2007/10/03)
The rate constants for acetolysis of (2,2-difluorocyclopropyl)methyl tosylate, and (2,2-difluoro-3-methylcyclopropyl)methyl tosylate at 92°C and of 1-(2,2-difluoropropyl)ethyl tosylate at 42°C are reported and the rectivities and regiochemistries of ring opening of these systems are discussed and compared with expectations based on computational results. The results are discussed in terms of the use of (2,2-difluorocyclopropyl)methyl systems as mechanistic probes.
Reactivity and regiochemical behavior of the 2,2-difluorocyclopropylcarbinyl cation: A new and improved mechanistic probe to distinguish radical and carbocation intermediates
Tian, Feng,Battiste, Merle A.,Dolbier Jr., William R.
, p. 193 - 195 (2008/02/11)
(equation presented) Acetolysis of 2,2-difluorocyclopropylcarbinyl tosylate (5) yields products derived from both SN1 and SN2 processes. Product identification and kinetic data indicated, as had been predicted computationally, that t
