Efficient and Selective Mono and Dinitration of Phenol Under Solid Phase Conditions Via in Situ Formation of HNO3 and HNO3,NO2

Mohammad Ali Zolfigoa¹, Nasser Iranpoorb¹ and Habib Firouzabadib²

¹Department of Chemistry, College of Science, University of Bu-Ali Sina, Hamadan, 65174 Iran.

²Department of Chemistry, College of Science, University of Shiraz, Shiraz, 71454 Iran.

ABSTRACT:

Fe(NO3)3.9H20 is highly efficient reagent for selective mono nitration of phenol under solid phase conditions at room temperature. High selectivity ratio of para vs ortho isomers has teen observed. Fe(NO3)3.1.5N2O4 and Cu(NO3)2.N2O4 are used as stable and highly efficient reagent for selective dinitration of phenol under solvent free conditions at 0°C. In situ generation of HNO3 and radical cation mechanism via nitrous acid catalysed (NAC) pathway appear to be applicable to phenol nitrations using these reagent.

KEYWORDS:

Highly efficient; Dinitration; Mechanism

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Copy the following to cite this article: Zolfigoa M. A, Iranpoorb N, Firouzabadib H. Efficient and Selective Mono and Dinitration of Phenol Under Solid Phase Conditions Via in Situ Formation of HNO3 and HNO3,NO2. Orient J Chem 1998;14(3).

Copy the following to cite this URL: Zolfigoa M. A, Iranpoorb N, Firouzabadib H. Efficient and Selective Mono and Dinitration of Phenol Under Solid Phase Conditions Via in Situ Formation of HNO3 and HNO3,NO2. Orient J Chem 1998;14(3). Available from:http://www.orientjchem.org/?p=37194