Hydrogenation of 2,4-dinitrotoluene (DNT) to 2,4-diaminotoluene (DAT) has been carried out over a 5% Pd/C catalyst. Gas chromatography and liquid chromatography have been used to detect the reaction intermediates. 4-Hydroxylamine,2-nitrotoluene (4HA2NT) is the main reaction intermediate. The two amino-nitro compounds 4-amino,2-nitrotoluene (4A2NT) and 2-amino,4-nitrotoluene (2A4NT) are the other relevant intermediates found. 4HA2NT decomposes by exposure to air and in the GC injector thus complicating the analysis of the reaction mixture. A simple procedure has been developed to perform the GC analysis without interference of the hydroxylamine. A kinetic study has been also carried out and a reaction pathway has been proposed. Intermediates are formed from DNT through three parallel reactions. They are then hydrogenated to the final product DAT by a series of consecutive reactions.

Mechanism of 2,4-dinitrotoluene hydrogenation over Pd/C / Neri, G.; Musolino, Maria Grazia; Milone, C.; Visco, A. M.; DI MARIO, A.. - In: JOURNAL OF MOLECULAR CATALYSIS. A: CHEMICAL. - ISSN 1381-1169. - 95:(1995), pp. 235-241. [10.1016/1381-1169(94)00002-6]

Mechanism of 2,4-dinitrotoluene hydrogenation over Pd/C

Maria Grazia MUSOLINO;
1995-01-01

Abstract

Hydrogenation of 2,4-dinitrotoluene (DNT) to 2,4-diaminotoluene (DAT) has been carried out over a 5% Pd/C catalyst. Gas chromatography and liquid chromatography have been used to detect the reaction intermediates. 4-Hydroxylamine,2-nitrotoluene (4HA2NT) is the main reaction intermediate. The two amino-nitro compounds 4-amino,2-nitrotoluene (4A2NT) and 2-amino,4-nitrotoluene (2A4NT) are the other relevant intermediates found. 4HA2NT decomposes by exposure to air and in the GC injector thus complicating the analysis of the reaction mixture. A simple procedure has been developed to perform the GC analysis without interference of the hydroxylamine. A kinetic study has been also carried out and a reaction pathway has been proposed. Intermediates are formed from DNT through three parallel reactions. They are then hydrogenated to the final product DAT by a series of consecutive reactions.
1995
2,4-Dinitrotoluene; Hydrogenation; Palladium
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/20.500.12318/464
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