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Shape-selective para-chlorination of phenol using sulfuryl chloride with the aid of microporous catalysts
Authors:Jallal M Gnaim  Roger A Sheldon
Institution:a Department of Chemistry, The Triangle Regional R&D Center, PO Box 2167, Kfar-Qari 30075, Israel
b Department of Organic Chemistry and Catalysis, Delft University of Technology, Julianalaan 136, 2628 BL Delft, The Netherlands
Abstract:Aluminum-pillared montmorillonite clay, and partially cation-exchanged L type zeolites, efficiently catalyze the selective para-chlorination of phenol using SO2Cl2 in 2,2,4-trimethylpentane at 25 °C. A conversion of ∼96%, a para-selectivity of ∼89%, and a para/ortho ratio of 8.0, were achieved with H+, Al3+, Na+, and K+-L zeolite. This heterogeneous zeolite-catalyzed process is the first example, which shows a pronounced shape-selectivity in the chlorination of phenol.
Keywords:Chlorination  Catalysis  Microporous catalyst  Zeolite  Clay  Pillared clay  Cation-exchange  Regioselectivity  Phenol  para-Chlorophenol  Sulfuryl chloride
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