The catalytic hydrogenation of 2,4-DNT over palladium supported on carbon catalysts is reported. The 2-(hydroxyamino)-4-nitrotoluene (2HA4NT) was identified as a reaction intermediate. The characterization of this compound and the reasons for its formation are discussed.
Mechanism of 2,4-dinitrotoluene hydrogenation over Pd/C
โ Scribed by G. Neri; M.G. Musolino; C. Milone; A.M. Visco; A. Di Mario
- Publisher
- Elsevier Science
- Year
- 1995
- Tongue
- English
- Weight
- 618 KB
- Volume
- 95
- Category
- Article
- ISSN
- 1381-1169
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โฆ Synopsis
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. CHydroxylamine,2nitrotoluene (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.
๐ SIMILAR VOLUMES
The hydrogenation of cinnamaldehyde was investigated using a 5% Pd/C catalyst in a 250 cm3 stirred tank reactor and 500 cm3 autoclave. The experiments were carried out at 273ร343 K and 0ร1ร1ร1 MPa. Non-polar solvents, e.g. toluene, decane, methylcyclohexane, decalin, ether and heptane, and polar sol