Iodination and chlorination of aromatic polycyclic hydrocarbons with iodine monochloride in aqueous sulfuric acid

Abstract

Polycyclic aromatic hydrocarbons when treated with iodine monochloride in water solutions of sulfuric acid afford iodo-and chloroderivatives. Biphenyl, fluorene, acenaphthene, 1-nitronaphthalene undergo iodination. Naphthalene furnishes a mixture of iodo-and chloroderivatives, prevailing the latter. Anthracene and phenanthrene provide only chlorinated products. The iodine monochloride in the sulfuric acid is a stronger iodinating agent than in acetonitrile.

Original language	English
Pages (from-to)	1130-1133
Number of pages	4
Journal	Russian Journal of Organic Chemistry
Volume	37
Issue number	8
DOIs	https://doi.org/10.1023/A:1013192314771
Publication status	Published - 1 Aug 2001

ASJC Scopus subject areas

Organic Chemistry

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Chaikovskii, V. K., & Filimonov, V. D. (2001). Iodination and chlorination of aromatic polycyclic hydrocarbons with iodine monochloride in aqueous sulfuric acid. Russian Journal of Organic Chemistry, 37(8), 1130-1133. https://doi.org/10.1023/A:1013192314771

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abstract = "Polycyclic aromatic hydrocarbons when treated with iodine monochloride in water solutions of sulfuric acid afford iodo-and chloroderivatives. Biphenyl, fluorene, acenaphthene, 1-nitronaphthalene undergo iodination. Naphthalene furnishes a mixture of iodo-and chloroderivatives, prevailing the latter. Anthracene and phenanthrene provide only chlorinated products. The iodine monochloride in the sulfuric acid is a stronger iodinating agent than in acetonitrile.",

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N2 - Polycyclic aromatic hydrocarbons when treated with iodine monochloride in water solutions of sulfuric acid afford iodo-and chloroderivatives. Biphenyl, fluorene, acenaphthene, 1-nitronaphthalene undergo iodination. Naphthalene furnishes a mixture of iodo-and chloroderivatives, prevailing the latter. Anthracene and phenanthrene provide only chlorinated products. The iodine monochloride in the sulfuric acid is a stronger iodinating agent than in acetonitrile.

AB - Polycyclic aromatic hydrocarbons when treated with iodine monochloride in water solutions of sulfuric acid afford iodo-and chloroderivatives. Biphenyl, fluorene, acenaphthene, 1-nitronaphthalene undergo iodination. Naphthalene furnishes a mixture of iodo-and chloroderivatives, prevailing the latter. Anthracene and phenanthrene provide only chlorinated products. The iodine monochloride in the sulfuric acid is a stronger iodinating agent than in acetonitrile.

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