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Its pK a value in water cannot be accurately determined but in acetonitrile it has been estimated as −0.10 and in 1,2-dichloroethane −12.3 (relative to the pK a value of 2,4,6-trinitrophenol (picric acid), anchored to zero to crudely approximate the aqueous pK a scale [2]), making it more acidic than triflic acid (pK a MeCN = 0.70, pK a DCE ...
In organic chemistry, the triflyl group (systematic name: trifluoromethanesulfonyl group) is a functional group with the formula R−SO 2 CF 3 and structure R−S(=O) 2 −CF 3. The triflyl group is often represented by –Tf. The related triflate group (trifluoromethanesulfonate) has the formula R−OSO 2 CF 3, and is represented by –OTf. [1]
For example, n-butyl triflate can be written as CH 3 CH 2 CH 2 CH 2 OTf. The corresponding triflate anion , CF 3 SO − 3 , is an extremely stable polyatomic ion ; this comes from the fact that triflic acid ( CF 3 SO 3 H ) is a superacid ; i.e. it is more acidic than pure sulfuric acid , already one of the strongest acids known.
Contrary to the popular belief, the CF 3 anion, with [K(18-crown-6)] + as a countercation, was produced and characterized by Prakash and coworkers. [55] The challenges associated with observation of CF 3 anion are alluded to its strong basic nature and its tendency to form pentacoordinated silicon species, such as [Me 3 Si(CF 3) 2] − or [Me 3 ...
The tert-butyloxycarbonyl protecting group or tert-butoxycarbonyl protecting group [1] (BOC group) is an acid-labile protecting group used in organic synthesis. The BOC group can be added to amines under aqueous conditions using di- tert -butyl dicarbonate in the presence of a base such as sodium hydroxide :
Wastewater plants are failing to remove a group of potentially toxic chemicals before pumping treated water into rivers and lakes — and climate change may be making the situation even worse, a ...
Methyl trifluoromethanesulfonate, also commonly called methyl triflate and abbreviated MeOTf, is the organic compound with the formula CF 3 SO 2 OCH 3. It is a colourless liquid which finds use in organic chemistry as a powerful methylating agent. [2] The compound is closely related to methyl fluorosulfonate (FSO 2 OCH 3).
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