Bismuth nitrate pentahydrate-induced novel nitration of eugenol.

Org Med Chem Lett

Department of Chemistry, The University of Texas-Pan American, 1201, West University Drive, Edinburg, TX 78539, USA.

Published: September 2011

Background: Eugenol, the main constituent of clove oil possesses a number of medicinal activities. To enhance the medicinal property, structural modification is required. On the other hand, bismuth nitrate pentahydrate has been established as an excellent eco-friendly nitrating agent for several classes of organic compounds.

Results: Bismuth nitrate pentahydrate-induced nitration of eugenol has been investigated very thoroughly. Twenty five different conditions have been studied. The microwave-induced solvent-free reaction has been identified as the best condition.

Conclusions: Spectral analyses confirm that 5-nitroeugenol is the sole product in all the cases. No oxidized or isomerized product could be detected.

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http://www.ncbi.nlm.nih.gov/pmc/articles/PMC3305901PMC
http://dx.doi.org/10.1186/2191-2858-1-9DOI Listing

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