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ISRN Physical Chemistry
Volume 2013 (2013), Article ID 616532, 5 pages
http://dx.doi.org/10.1155/2013/616532
Research Article

Selective Nitration of Chlorobenzene by NO2 in the Alkali Zeolite NaZSM-5

Department of Chemistry, East Tennessee State University, P.O. Box 70695, Johnson City, TN 37614, USA

Received 27 December 2012; Accepted 21 January 2013

Academic Editors: F. M. Cabrerizo, A. M. Koster, Y. Murakami, and E. B. Starikov

Copyright © 2013 Scott J. Kirkby. This is an open access article distributed under the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

Abstract

Chlorobenzene was reacted with NO2, in the initially acid-free zeolite NaZSM-5, to yield para-chloronitrobenzene exclusively. The precursors were loaded sequentially into self-supporting pellets of the zeolite, contained within a stainless steel cell, from the gas phase. The reaction proceeds spontaneously at room temperature. It is, however, very temperature dependent and effectively ceases at zero degrees Celsius. The reaction was monitored in situ using FT-IR. The active nitrating agent is formed from the partial electron donation by the NO2 to the Na+ cations present in the zeolite lattice. Under the reaction conditions, chlorobenzene is not readily mobile through the pore system; thus, only the molecules adsorbed near a cation site react to form para-chloronitrobenzene.