Nitric Acid → 2,7-dinitro-S-(trifluoromethyl)dibenzothiophenium trifluoromethanesulfonate

Participants

Reaction Steps

Trifluoromethanesulfonic anhydride 4.57 ml (27.2 mmol) was added to 0.94 ml (22.4 mmol) of 94% nitric acid and the mixture was stirred at room temperature for 1 hour to prepare nitronium trfluoromethanesulfonate. S-(trifluoromethyl)dibenzothiophenium trifluoromethanesulfonate 3.0 g (7.46 mmol) was added to the mixture and the reaction mixture was stirred for 2 day. Pale yellow crystals formed by addition of diethyl ether were collected by filtration and recrystallized from acetonitrile-diethyl ether to give 2.57 g (70%) of 2,7-dinitro-S-(trifluoromethyl)dibenzothiophenium trifluoromethanesulfonate. The properties of the product are summarized in Table 1.

Provenance & Evidence