Effect of catalyst and substituents on the hydrogenation of chloronitrobenzenes

Autor: Milan Hronec, Magdaléna Štolcová, Lubomír Zalibera, V. Kratky, Milan Králik, M. Mecarova
Rok vydání: 2002
Předmět:
Zdroj: Applied Catalysis A: General. 235:225-231
ISSN: 0926-860X
DOI: 10.1016/s0926-860x(02)00274-0
Popis: The liquid phase hydrogenation of chloronitrobenzene isomers ( x -CNB, x =2, 3, 4) to corresponding chloroanilines ( x -CAN) at 0.5 MPa and 25 °C was studied. Palladium catalysts containing 1 wt.% of Pd on charcoal and sulphonated poly(styrene- co -divinylbenzene) Pd/D were used. At stoichiometric consumption of hydrogen (3 mol of H 2 /mol of x -CNB) 85 and 90% selectivities were obtained with Pd/C and Pd/D catalysts, respectively. Mathematical treatment of kinetic data revealed the dependence of reaction mechanism on the type of catalyst. A simultaneous hydrogenation of the nitro group and hydrogenolysis of chlorine in x -CNB was observed for the reaction over the Pd/C catalyst. However, over the Pd/D catalyst hydrogenolysis of chlorine is a subsequent reaction. The influence of substituents and sterical hindrance on the substrate reactivity is also discussed.
Databáze: OpenAIRE