Features of Sulfonation of Polychlorinated Biphenyl Congeners

Plotnikova, K. A.; Gorbunova, T. I.; Первова, М. Г.; Салоутин, В. И.; Чупахин, О. Н.

doi:10.1134/s1070363218020111

Cited by 2 publications

(1 citation statement)

References 19 publications

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“…Synthesis of Sulfonated-PCBs and OH-Nonachloro-PCBs. Sulfonation of the Askarel PCB mixture was performed according to a procedure adapted from Plotnikova et al 34 Askarel was employed as a starting point for sulfonation to compare the sulfonated reaction products to the original commercial mixture. A 10 mL thick-walled glass tube with a Teflon screw seal at the top was sequentially loaded with fuming sulfuric acid (3.3 g) and Askarel (1.1 mL) and stirred for 10 min, until a homogeneous mixture was obtained.…”

Section: ■ Materials and Methodsmentioning

confidence: 99%

Identification of Sulfonated and Hydroxy-Sulfonated Polychlorinated Biphenyl (PCB) Metabolites in Soil: New Classes of Intermediate Products of PCB Degradation?

Bagnati

Terzaghi

Passoni

et al. 2019

Environ. Sci. Technol.

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In this paper we describe the identification of two classes of contaminants: sulfonated-PCBs and hydroxy-sulfonated-PCBs. This is the first published report of the detection of these chemicals in soil. They were found, along with hydroxy-PCBs, in soil samples coming from a site historically contaminated by the industrial production of PCBs and in background soils. Sulfonated-PCB levels were approximately 0.4− 0.8% of the native PCB levels in soils and about twice the levels of hydroxy-sulfonated-PCBs and hydroxy-PCBs. The identification of sulfonated-PCBs was confirmed by the chemical synthesis of reference standards, obtained through the sulfonation of an industrial mixture of PCBs. We then reviewed the literature to investigate for the potential agents responsible for the sulfonation. Furthermore, we predicted their physicochemical properties and indicate that, given the low pK a of sulfonated-and hydroxy-sulfonated-PCBs, they possess negligible volatility, supporting the case for in situ formation from PCBs. This study shows the need of understanding their origin, their role in the degradation path of PCBs, and their fate, as well as their (still unknown) toxicological and ecotoxicological properties.

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Section: ■ Materials and Methodsmentioning

confidence: 99%