Hydrogenation of 4-nitroacetophenone over Rh/silica

Currall, K. and Jackson, S. D. (2014) Hydrogenation of 4-nitroacetophenone over Rh/silica. Applied Catalysis A: General, 484, pp. 59-63. (doi: 10.1016/j.apcata.2014.07.011)

Abstract

The hydrogenation of 4-nitroacetophenone (4-NAP) and 4-aminoacetophenone (4-AAP) was examined over rhodium/silica catalysts. The reactions were carried out using isopropanol as the solvent under a range of temperatures (303–333 K) and pressures (1–5 barg). An activation energy of 50 ± 4 kJ mol−1 was determined for 4-NAP hydrogenation and 48 ± 2 kJ mol−1 for 4-AAP hydrogenation. Orders of reaction were obtained for 4-NAP (zero order) and hydrogen (first order) and a kinetic isotope effect of 3.0 was observed for 4-NAP hydrogenation and ∼1.4 for 4-AAP hydrogenation when deuterium was used. Under specific conditions high yields (∼94%) to 4-aminoacetophenone and 1-(4-aminophenyl) ethanol could be obtained from 4-NAP hydrogenation. An antipathetic metal crystallite particle size effect was observed for both reactants.

• Item Type: Articles
• Status: Published
• Refereed: Yes
• Glasgow Author(s) Enlighten ID: Currall, Mrs Kathryn and Jackson, Professor David
• Authors: Currall, K., and Jackson, S. D.
• College/School: College of Science and Engineering > School of Chemistry
• Journal Name: Applied Catalysis A: General
• Publisher: Elsevier B.V.
• ISSN: 0926-860X
• ISSN (Online): 1873-3875