Ultrasonic and microwave effects in polyethylene glycol-bound metal nitrate initiated nitration of aromatic compounds under acid free conditions

Abstract

Ultrasonic and microwave-assisted practical methods have been developed for the nitration of phenols using metal nitrates in aqueous polyethylene glycol (PEG) media. Solvent is recycled three times for reproducibility. It was recycled with minimum loss and decomposition. Developed protocols were cost effective, simple and efficient, which afforded nitration products in good to excellent yields. The observed hyperchromic/hypochromic shifts in the UV/VIS spectra of metal nitrates in PEG solutions could be due to the plausible in situ formation of “PEG-bound M(II) nitrate” and thereby the release of nitronium ion (Formula presented.) during the course of reaction when metal nitrate [M(II)nitrate] is added to PEG. Nitronium thus formed most likely is captured by aromatic compound to afforded nitro aromatics. (Figure presented.)