Reactions of 3,5-Dimethylbenzene-1,4-diazoöxide

Toyoki Kunitake, Charles C. Price

Research output: Contribution to journalArticlepeer-review

11 Citations (Scopus)


When 3,5-dimethylbenzene-1,4-diazoöxide was heated or irradiated with ultraviolet light in chlorinated hydrocarbons, the corresponding diazonium salt was obtained. When heated in chlorobenzene, the diazoöxide formed a mixture of hydroxybiphenyls and the diazonium salt. These results suggest the formation of an intermediate with free radical character. With boron trifluoride, a hydrated complex was obtained. The decomposition of the diazoöxide in tetrahydrofuran, thermally or photochemically, gave a one-to-one copolymer with the solvent. The product was crystalline under certain conditions. A cationic mechanism for this copolymerization is suggested.

Original languageEnglish
Pages (from-to)761-764
Number of pages4
JournalJournal of the American Chemical Society
Issue number6
Publication statusPublished - Mar 1 1963
Externally publishedYes

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Chemistry(all)
  • Biochemistry
  • Colloid and Surface Chemistry


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