Title

Aromatic Nitration with Nitric Acid/trifluoromethanesulfonic Anhydride

Abstract

Nitric acid/trifluoromethanesulfonic (triflic) anhydride was shown to be a highly effective electrophilic nitrating agent. A series of aromatics were nitrated under mild conditions in high yields. Similar results were also obtained when using nitric acid/trifluoromethanesulfonic acid/phosphorus pentoxide as nitrating agent in nitroethane or nitromethane solution. The 15N NMR spectrum of 15N enriched nitric acid in triflic anhydride was studied and compared with that of other nitrating reagents. The data indicate the predominantly covalent nature of trifluoromethanesulfonyl nitrate formed in the systems.

Department(s)

Chemistry

Document Type

Article - Journal

Document Version

Citation

File Type

text

Language(s)

English

Rights

© 1992 Georg Thieme Verlag, All rights reserved.


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