Reaction of polycyclic aromatic hydrocarbons adsorbed on silica in aqueous chlorine.
The reaction of polycyclic aromatic hydrocarbons (PAHs) previously adsorbed on silica gel or diatomaceous earth with sodium hypochlorite was carried out to elucidate their reactivity to aqueous chlorine. It was demonstrated that the PAHs adsorbed on silica reacted more rapidly than the PAHs themselves in water, leading to the formation of many chlorinated and oxidized derivatives. A similar reaction in the presence of potassium bromide was found to preferentially produce corresponding brominated derivatives. These reactions seem to proceed through PAHs adsorbed on the silica surface and halogenating agents, the electrophilicity of which may be raised by the catalytic effect of the silanol group of the silica surface. These findings from the environmental viewpoint suggest that the reaction of hydrophobic compounds adsorbed on sediment cannot be neglected.
Nakamura
Hideyuki
H
Institute of Environmental Sciences, COE Program in the 21st Century, and School of Pharmaceutical Sciences, University of Shizuoka, 52-1 Yada Suruga-ku, Shizuoka 422-8526, Japan.
Tomonaga
Yuzo
Y
Miyata
Kana
K
Uchida
Mitsuo
M
Terao
Yoshiyasu
Y
D000327:Adsorption; D001965:Bromides; D002713:Chlorine / Q000737:chemistry*; D004785:Environmental Pollutants / Q000737:chemistry*; D008401:Gas Chromatography-Mass Spectrometry; D007700:Kinetics; D015394:Molecular Structure; D011084:Polycyclic Aromatic Hydrocarbons / Q000737:chemistry*; D017680:Potassium Compounds; D012822:Silicon Dioxide / Q000737:chemistry*; D012973:Sodium Hypochlorite
D001965:Bromides; D004785:Environmental Pollutants; D011084:Polycyclic Aromatic Hydrocarbons; D017680:Potassium Compounds; D002713:Chlorine; D012822:Silicon Dioxide; D012973:Sodium Hypochlorite; C039004:potassium bromide