Halogenation and nitration of aromatics and unsaturated compounds by halides and nitrates of alkali metals

Yulia Yurievna Kulmanakova, M. S. Yusubov, I. A. Perederina, Ki Whan Chi

Research output: Chapter in Book/Report/Conference proceedingConference contribution

1 Citation (Scopus)

Abstract

We have discovered that KI/NaNO3 and KBr/NaNO3 in AcOH possesse halogenation and nitration properties towards to 9-methylcarbazole in depending on temperature. So KBr/NaNO3 has bromination activity at r.t. but it is nitration agent at 80°C. On the other hand KI/NaNO3 provides the mixture of iod- and nitrocarbazoles at 80°C, and arising temperature up 80°C gives only 3-nitro- and 3,6-dinitro-9-methylcarbazoles. We suppose that weak iodination ability of KI/NaNO3 is due to the fact that the intermediate nitriliodide I-NO2 does not produce I+ but has a tendency to free-radical rupture. It was confirmed by ab initio quantum-chemical computations of nitrilhalogenides X-NO2 (X=F,Cl,Br,I).

Original languageEnglish
Title of host publicationProceedings - KORUS 2000: 4th Korea-Russia International Symposium on Science and Technology
PublisherInstitute of Electrical and Electronics Engineers Inc.
Pages222-226
Number of pages5
Volume1
ISBN (Print)0780364864, 9780780364868
DOIs
Publication statusPublished - 2000
Event4th Korea-Russia International Symposium on Science and Technology, KORUS 2000 - Ulsan, Korea, Republic of
Duration: 27 Jun 20001 Jul 2000

Other

Other4th Korea-Russia International Symposium on Science and Technology, KORUS 2000
CountryKorea, Republic of
CityUlsan
Period27.6.001.7.00

Keywords

  • carbazole
  • halogenation
  • nitration

ASJC Scopus subject areas

  • Clinical Biochemistry
  • Computer Networks and Communications
  • Biotechnology
  • Civil and Structural Engineering
  • Mechanics of Materials
  • Electronic, Optical and Magnetic Materials
  • Materials Chemistry
  • Surfaces, Coatings and Films

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