Gd. Yadav et Aa. Pujari, Friedel-Crafts acylation using sulfated zirconia catalyst - Acylation of benzene with 4-chlorobenzoyl chloride over sulfated zirconia as catalyst, GREEN CHEM, 1(2), 1999, pp. 69-74
Synthesis of fine chemicals and intermediates by using Friedel-Crafts acyla
tions is an important process in organic chemical technology. In most cases
, very good yield and selectivity can be obtained with aluminium chloride a
s catalyst in conjunction with nitrobenzene as solvent. However, with moder
n environmental restrictions, in consonance with green chemistry, replaceme
nt of aluminium chloride-nitrobenzene or BF3-HF with solid catalysts has gr
eat industrial relevance. Acylation of benzene with 4-chlorobenzoyl chlorid
e was attempted with different solid acid catalysts such as dodecatungstoph
osphoric acid (DTPA), DTPA/K-10 clay, K-10, Amberlite, Amberlyst-15, Indion
-130, Filtrol-24 clay, and sulfated zirconia. However, only sulfated zircon
ia was found to be effective leading to 100% selective formation of 4-chlor
obenzophenone, which is useful as an organic and pharmaceutical intermediat
e; for instance, in the manufacture of Cytrazin-a well known drug. The kine
tics of the reaction was studied to establish that the reaction obeys the L
angmuir-Hinshelwood-Hougen-Watson mechanism with very weak adsorption of th
e reactants. The reaction is intrinsically kinetically controlled.