108565-66-8Relevant articles and documents
Oxidation of gem-chloronitroso- and vic-chloronitroso-alkanes and -cycloalkanes to respective chloronitro compounds by novel cetyltrimethylammonium hypochlorite reagent
Mohammed, Abdulkarim H.A.,Nagendrappa, Gopalpur
, p. 433 - 441 (2012/03/26)
Cetyltrimethylammonium hypochlorite (CTAHC) is prepared and used as an oxidizing agent for nitroso group to nitro group. The gem-chloronitroso and vic-chloronitroso compounds are prepared respectively from ketoximes and olefins by reacting with NOCl generated in situ from chlorotrimethylsilane (TMSC1 (l) and iso-amyl nitrite. CTAHC oxidizes gem-chloronitroso and vic-chloronitroso compounds to the corresponding chloronitro derivatives. While gem-chloronitro compounds are obtained in good yields, the vic-chloronitro derivatives are formed in moderate yields, because of the propensity of the vic-chloronitroso group to tautomerize to α-chlorooxime. The present method is simple and practical, particularly for the preparation of vic-chloronitro compounds, considering the fact that the known methods of their preparation are few and quite involved. Indian Academy of Sciences.
Iron-mediated radical halo-nitration of alkenes
Taniguchi, Tsuyoshi,Fujii, Tatsuya,Ishibashi, Hiroyuki
scheme or table, p. 8126 - 8132 (2011/03/17)
Radical halo-nitration of alkenes using iron(III) nitrate nonahydrate and halogen salt has been developed. The present reaction proceeds by radical addition of nitrogen dioxide generated by thermal decomposition of iron(III) nitrate nonahydrate and subsequent trapping of the resultant radical by a halogen atom in the presence of halogen salt. Application of this method to synthesis of nitroalkenes is also described. The practicality of the present method using nontoxic and inexpensive iron reagents has been shown by the application to broad alkenes.
Addition reactions of nitryl chloride at multiple bonds
Zyk,Bondarenko,Nesterov,Zefirov
, p. 980 - 986 (2007/10/03)
Published data on additio of nitryl chloride to alkenes and possible reaction mechanisms were analyzed. Reactions of nitryl chloride with alkenes differing in the ionization potentials of the double bond and in the abilities to undergo various structural rearrangements were studied. Nitryl chloride was shown to be very sensitive both to the substrate and to the reaction conditions.