Regioselectivity of the methanolysis of polychlorinated biphenyls
- Autores: Khaibulova T.1, Boyarskaya I.1, Polukeev V.2, Boyarskii V.1
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Afiliações:
- St. Petersburg State University
- Institute of Experimental Medicine
- Edição: Volume 86, Nº 10 (2016)
- Páginas: 2318-2324
- Seção: Article
- URL: https://journals.rcsi.science/1070-3632/article/view/216338
- DOI: https://doi.org/10.1134/S1070363216100121
- ID: 216338
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Resumo
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