Trifluoro peracetic acid

Benzofuroxan and 5-methylbenzofuroxan are oxidized by trifluoro-peracetic acid to o-dinitrobenzene and 3,4-dinitrotoluene, respectively. 4-Nitro- and 4,6-dinitrobenzofuroxan are unaffected by this reagent, whereas the 5-chloro and 5-methoxy compounds are destroyed.Milder reagents (performic, peracetic acids) do not oxidize benzofuroxans. ... 

Emmons and Pagano [75] succeeded in oxidizing oximes of alicyclic ketones with trifluoro peracetic acid to yield nitrocyclopentan and nitrocyclohexane with the yield of 60-62%. Oximes of steroids were oxidized with nitric acid-hydrogen peroxide to yield gem-dinitro derivative which under hydrogenation on platinum gave nitrosteroids with the nitro group in positions 3,4,6, 7 and 17 176). 

A completely different approach started out from a suggested peroxo structure of the active oxygen and used trifluoro peracetic acid as an oxidizing agent ... 

A soln. of 2-phenyl-3-(2-fluorophenyl) indole in glacial acetic acid ozonized to completion 2-benzamido-2 -fluorobenzophenone. Y 86.5%.— Among several reagents tried, including alkaline permanganate, chromic acid, and trifluoro-peracetic acid, ozone proved to be most successful. F. e. and methods for the prepn. of o-aminobenzophenones s. L. H. Sternbach et al., J. Org. Ghem. 27, 3781 (1962). 

In Table 3.8, it is interesting to note that oxidation of desoxybenzoin 99 with permaleic acid gives benzyl benzoate 100 as the predominant product. On the other hand, trifluoro-peracetic acid gives a 1 1 mixture of 100 and 101. ... 

Methyl 3-0-bcnzyl-4,6-0-benzylidene-2-deoxy-2-nitro-a-D-gIucopyranoside (157) has been prepared by oxidation of the corresponding oxime with trifluoro-peracetic acid (157) appears to adopt a twist-boat conformation (X,3 0 Hz)... 

A special oxidizing agent. A.A-dichlorotrifluorornethanesulfonamide, converts aryl trifluoro-methyl sulfides into sulfimides at room temperatures (Table 19).296 Bis(perfluorophenyl) sulfide is converted into the sulfone 12 by refluxing for an extended period with in situ prepared peracetic acid.297... 

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