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Please login or sign up for a free trial to access the full content. Method 58: Substitution of a Carboxylic Acid Group Using Nitric Acid

DOI: 10.1055/sos-SD-031-01277

Aitken, K. M.; Aitken, R. A.Science of Synthesis, (2007311264.

When the nitration of benzoic acids has been attempted with concentrated acids, nitrodecarboxylation has sometimes been observed. As early as 1870, 4-ethoxybenzoic acid was reacted with nitric acid to give 1-ethoxy-2,4-dinitrobenzene (Scheme 105).[‌306‌] In all the examples presented in Sections the reacting benzoic acid has hydroxy or alkoxy substituents.

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