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Calcium Hydroxide Effect in Degradation of Aqueous Naphthalene: Nucleophilic Substitution of Hydrogen at the C(sp2)–H Bond

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Abstract The degradation of naphthalene in aqueous solutions containing submerged calcium peroxide-based and calcium hydroxide pellets was examined by using UV–vis and IR spectroscopy and mass spectrometry. The observed products… Click to show full abstract

Abstract The degradation of naphthalene in aqueous solutions containing submerged calcium peroxide-based and calcium hydroxide pellets was examined by using UV–vis and IR spectroscopy and mass spectrometry. The observed products are one-ring and fused rings quinoid and aromatic compounds containing OH and C(H)O groups. Their formation is explained in terms of a Ca2+ cation–π interaction and a nucleophilic OH– attack at the aromatic ring ensued by a departure of H– anion. Such process has not been so far observed in aqueous phase. Its recognition may become a challenge for further studies on applications of alkaline substances in remediation of wastewater and soil contaminated with polycyclic hydrocarbons.

Keywords: degradation; hydroxide effect; effect degradation; calcium hydroxide; degradation aqueous

Journal Title: Polycyclic Aromatic Compounds
Year Published: 2019

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