Aromatic Nitration with Nitric Acid/trifluoromethanesulfonic Anhydride

Author

George Andrew Olah
Prakash Reddy, Missouri University of Science and TechnologyFollow
G. K. Surya Prakash

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.

Recommended Citation

G. A. Olah et al., "Aromatic Nitration with Nitric Acid/trifluoromethanesulfonic Anhydride," Synthesis, no. 11, pp. 1087 - 1089, Georg Thieme Verlag, Nov 1992.

The definitive version is available at https://doi.org/10.1055/s-1992-26310

Department(s)

Chemistry

Keywords and Phrases

nitro derivative; reaction analysis; synthesis

International Standard Serial Number (ISSN)

0039-7881

Document Type

Article - Journal

Document Version

Citation

File Type

text

Language(s)

English

Rights

© 1992 Georg Thieme Verlag, All rights reserved.

Publication Date

01 Nov 1992