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

0506164 - ÚCHP 2022 RIV US eng J - Journal Article
Pokorná, Dana - Cuřínová, Petra - Pola, Josef
Calcium Hydroxide Effect in Degradation of Aqueous Naphthalene: Nucleophilic Substitution of Hydrogen at the C(sp2)–H Bond.
Polycyclic Aromatic Compounds. Roč. 41, č. 4 (2021), s. 841-850. ISSN 1040-6638. E-ISSN 1563-5333
Institutional support: RVO:67985858
Keywords : calcium hydroxide * C–H bond * degradation
OECD category: Physical chemistry
Impact factor: 2.195, year: 2021
Method of publishing: Limited access

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.
Permanent Link: http://hdl.handle.net/11104/0302271