Regioselectivity of the methanolysis of polychlorinated biphenyls


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Regioselectivity of the methanolysis of lower polychlorinated biphenyls with sodium methoxide in a mixture of methanol and DMSO at 100–130°С was studied. It was found that 2,4,4'-tricholobiphenyl is much more reactive than 2,4-dichlorobiphenyl. This results in different mechanisms of substitution. 2,4-Dichlorobiphenyl reacts with sodium methoxide by the elimination–addition mechanism to form four monosubstitution products in comparable quantities. 2,4,4'-Trichlorobiphenyl reacts with the methodixe ion by the classical SNAr mechanism, with preferential substitution of the 2-chlorine atom.

Sobre autores

T. Khaibulova

St. Petersburg State University

Email: v.boiarskii@spbu.ru
Rússia, Universitetskaya nab. 7–9, St. Petersburg, 199034

I. Boyarskaya

St. Petersburg State University

Email: v.boiarskii@spbu.ru
Rússia, Universitetskaya nab. 7–9, St. Petersburg, 199034

V. Polukeev

Institute of Experimental Medicine

Email: v.boiarskii@spbu.ru
Rússia, St. Petersburg

V. Boyarskii

St. Petersburg State University

Autor responsável pela correspondência
Email: v.boiarskii@spbu.ru
Rússia, Universitetskaya nab. 7–9, St. Petersburg, 199034

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