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Synthesis, Characterization of Cellulose Grafted N-Oxide Reagent and Its Application in Oxidation of Alkyl/Aryl Halides

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Author(s): Inderjeet Kaur | Poonam K. Dhiman

Journal: International Journal of Organic Chemistry
ISSN 2161-4687

Volume: 01;
Issue: 01;
Start page: 6;
Date: 2011;
Original page

Keywords: Cellulose | 4-vinyl Pyridine | Graft Co-polymerization | Cellulose Supported N-oxide | Oxidation | Thermo-gravimetric Analysis

ABSTRACT
Oxidation of aliphatic and aromatic halides by N-oxide functionalities supported on 4- vinyl pyridine, (4-VP), grafted cellulose is reported in the present manuscript. Synthesis of graft copolymer of cellulose and poly 4-vinyl pyridine, poly(4-VP), has been carried out using ceric ions as redox initiator. Post-grafting treatment of CellO-g-poly (4-VP) with 30% H2O2 in acetic acid gives Cellulose-g-poly (4-VP) N-oxide, the polymeric supported oxidizing reagent. The polymeric support, CellO-g-poly (4-VP) N-oxide, has been used for oxidation reactions of different alkyl / aryl halide such as 1-bromo-3-methyl butane, 2-bromo propane,1-bromo heptane and benzyl chloride. The polymeric reagent was characterized by IR and thermo-gravimetric analysis. The oxidized products were characterized by FTIR and H1NMR spectral methods. The reagent was reused for the oxidation of a fresh alkyl / aryl halides and it was observed that the polymeric reagent oxidizes the compounds successfully but with little lower product yield.
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