The University of Southampton
University of Southampton Institutional Repository

Improved nitrations using metal nitrate-sulfuric acid systems

Mellor, J. M., Mittoo, S., Parkes, R. and Millar, R. W. (2000) Improved nitrations using metal nitrate-sulfuric acid systems Tetrahedron, 56, (40), pp. 8019-8024. (doi:10.1016/S0040-4020(00)00720-1).

Record type: Article


Procedures for efficient mono- and di-nitration of aromatic substrates have been developed using eerie ammonium nitrate suspended in dichloromethane in the presence of 2 equiv. of sulfuric acid. By suspending the sulfuric acid on silica gel following nitration, products are easily isolated by filtration and evaporation of solvent. In these nitrations eerie ammonium nitrate can be replaced by other metal nitrates, for example potassium- or tetrabutylammonium-nitrate. In contrast the nitration of naphthalene by eerie ammonium nitrate in the presence of methanol and sulfuric acid affords a mixture of 1,4- and 1,2-methoxynitronaphthalenes, but these nitrations cannot be achieved using potassium or tetrabutylammonium nitrate. The mechanism of this nitration/oxidation is discussed.

Full text not available from this repository.

More information

Published date: 29 September 2000
Keywords: cerie ammonium nitrate, naphthalene, nitration, silica gel cerium(iv) ammonium-nitrate, ozone-mediated nitration, aromatic-compounds, silica-gel, recyclable catalysts, nitrogen-dioxide, nitric-acid, regioselectivity, lanthanide(iii), mononitration


Local EPrints ID: 19004
ISSN: 0040-4020
PURE UUID: e8bcc472-acbb-4e0f-ae76-409c2659ddc9

Catalogue record

Date deposited: 16 Dec 2005
Last modified: 17 Jul 2017 16:34

Export record



Author: J. M. Mellor
Author: S. Mittoo
Author: R. Parkes
Author: R. W. Millar

University divisions

Download statistics

Downloads from ePrints over the past year. Other digital versions may also be available to download e.g. from the publisher's website.

View more statistics

Atom RSS 1.0 RSS 2.0

Contact ePrints Soton:

ePrints Soton supports OAI 2.0 with a base URL of

This repository has been built using EPrints software, developed at the University of Southampton, but available to everyone to use.

We use cookies to ensure that we give you the best experience on our website. If you continue without changing your settings, we will assume that you are happy to receive cookies on the University of Southampton website.