Dehalogenation of 2-Chloronapthalene by Cast Iron
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Abstract
Aqueous 2-chloronapthalene was contacted with cast iron in batch systems, resulting in an initial rapid increase in the sorbed 2-chloronapthalene concentration (C s ) followed by a slow decline, and an initial rapid decline in the aqueous 2-chloronapthalene concentration (C a ) followed by a slower decline. The initial rapid partitioning of 2-chloronapthalene to the solid phase was due to its adsorption on elemental carbon present on the cast iron surface, while the residual aqueous phase 2-chloronapthalene underwent reductive dehalogenation at a slower rate through interaction with the metallic iron surface. The overall rate of change of total 2-chloronapthalene concentration (C T = C s +C a ) with time, i.e., (d/C T }{{d}t}) could be described by the expression,−k 1 ⋅M⋅ (C a ) n , where M is the concentration of cast iron. The values of k 1 and n were determined to be 1.576 × 10−5 hr−1 g−1 iron L and 1.945 respectively. Equilibrium partitioning of 2-chloronapthalene between solid and aqueous phases could be described by a Freundlich isotherm, C s = K⋅ [C a ] m , where m and K were determined to be 0.55 and 4.92 × 10−3 L g−1. Considering K to be the ratio of the adsorption (k 2) and desorption (k 3) rate constants, expressions were developed for describing the evolution of C s and C a with time. Putting k 3 = 1 hr−1 in these expressions resulted in adequate model fit to the experimental data. Napthalene was identified as the major dehalogenation by-product, with greater than 99 percent of the naphthalene produced partitioning to carbon present on the cast iron surface. No competition between 2-chloronapthalene and naphthalene for adsorption on the carbon surface was observed, suggesting non-specific adsorption of these compounds restricted only by the physical size of the molecules and the available carbon surface area.
Keywords
2-chloronapthalene cast iron napthalene dehalogenationPreview
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