Acylation of anisole with long-chain carboxylic acids over wide pore zeolites

The acylation of anisole with long-chain carboxylic acids (hexanoic, octanoic and decanoic) has been studied over three large pore zeolites—beta (BEA), faujasite (FAU) and mordenite (MOR). The acylation of anisole with the long chain acids produced mainly the ketone (4-methoxy phenyl alkyl ketone) a...

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Bibliographic Details
Published in:Applied catalysis. A, General General, 2007-02, Vol.317 (2), p.250-257
Main Authors: Wagholikar, S.G., Niphadkar, P.S., Mayadevi, S., Sivasanker, S.
Format: Article
Language:English
Subjects:
Acylation
Anisole
Catalysis
Chemistry
Colloidal state and disperse state
Decanoic acid
Exact sciences and technology
General and physical chemistry
Hexanoic acid
Ion-exchange
Octanoic acid
Porous materials
Surface physical chemistry
Theory of reactions, general kinetics. Catalysis. Nomenclature, chemical documentation, computer chemistry
Zeolites
Zeolites: preparations and properties
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Summary:The acylation of anisole with long-chain carboxylic acids (hexanoic, octanoic and decanoic) has been studied over three large pore zeolites—beta (BEA), faujasite (FAU) and mordenite (MOR). The acylation of anisole with the long chain acids produced mainly the ketone (4-methoxy phenyl alkyl ketone) and small amounts of the ester (phenyl alkanoate). The results revealed the reaction to be influenced by the type of zeolite and its Si/Al ratio (acidity) besides the chain length (carbon number) of the carboxylic acid. In the acylation of anisole with hexanoic acid, the activity of the zeolites increased with dealumination as it led to the generation of mesopores that resulted in a decrease in diffusion resistance of the zeolites. The reactivity of the acids in the acylation reaction was found to decrease with increase in the carbon number. The experimental data have been fitted into a pseudo first order kinetic model. Acylation of anisole with long-chain carboxylic acids (hexanoic, octanoic and decanoic) was studied over three large pore zeolites—beta, faujasite and mordenite. Acylation produced mainly 4-methoxy phenyl alkyl ketone and small amounts of phenyl alkanoate. The reaction was influenced by the zeolite type, Si/Al ratio and the chain length of the acid. The reaction followed a pseudo first order kinetics. ▪
ISSN:0926-860X
1873-3875
DOI:10.1016/j.apcata.2006.10.023