Friedel-Crafts acylation using sulfated zirconia catalyst - Acylation of benzene with 4-chlorobenzoyl chloride over sulfated zirconia as catalyst

Citation
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
Citations number
25
Categorie Soggetti
Chemistry
Journal title
GREEN CHEMISTRY
ISSN journal
14639262 → ACNP
Volume
1
Issue
2
Year of publication
1999
Pages
69 - 74
Database
ISI
SICI code
1463-9262(199904)1:2<69:FAUSZC>2.0.ZU;2-C
Abstract
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.