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31.21.1.1.5 Variation 5: Using Nitric Acid in an Ionic Liquid

DOI: 10.1055/sos-SD-031-01277

Aitken, K. M.; Aitken, R. A.Science of Synthesis, (2007311190.

Nitration of benzene (to give 22), chlorobenzene, toluene, biphenyl, and anisole proceeds in 99100% yields in 1-decyl-3-methylimidazolium trifluoromethanesulfonate or 1-butyl-3-methylimidazolium trifluoromethanesulfonate (Scheme 8).[‌45‌] The choice of ionic liquid is crucial, as changing the anion gives rise to completely different reactivity; for example, halides lead to ring halogenation.

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