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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 38, 2008 - Issue 4
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Original Articles

Nitration of Simple Aromatics with NO2 under Air Atmosphere in the Presence of Novel Brønsted Acidic Ionic Liquids

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Pages 537-545 | Received 24 Apr 2007, Published online: 27 Feb 2008
 

Abstract

Aromatics nitrate with NO2/air catalyzed by novel Brønsted acidic ionic liquids (ILs) without any volatile chlorinated organic solvent under mild conditions. The ILs employed were caprolactam based, [Caprolactam]X (X=pTSO, BSO, BF4 , NO3 ), which are of relatively lower cost and lower toxicity than traditional imidazolium‐based ILs. The nitration reactions were carried out at −15 to −0°C first, then at room temperature for a longer time with a little excessive NO2 (ca. 1.4 eqv.) for moderate yield (for toluene). The IL could be reused four times.

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