Реакция #1552072

ord-599b53ca75414fe6b138a7a2b08f50fd

Уравнение реакции

O=[N+]([O-])N1CN([N+](=O)[O-])CN([N+](=O)[O-])C1
RDX
O=[N+]([O-])OCC(CO[N+](=O)[O-])(CO[N+](=O)[O-])CO[N+](=O)[O-]
PETN
O=[N+]([O-])N1CN([N+](=O)[O-])CN([N+](=O)[O-])C1.O=[N+]([O-])OCC(CO[N+](=O)[O-])(CO[N+](=O)[O-])CO[N+](=O)[O-]
RDX PETN

Реактанты

Реагенты

Нет

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    Другоеcombined yield after flash column chromatography of the photoreactions between DHA2

Методика

The photoreaction of DHA2 with either RDX or PETN yielded the nitrated product 31; however, compound 33 was also isolated from the reaction mixture. The yield of 33 was found to be somewhat dependent on the concentration of DHA2, with a higher amount of 33 over 31 observed in dilute solutions. The yield of 33 was also higher relative to that of 31 when the photolysis of DHA2 and RDX/PETN was conducted in slightly wet acetonitrile. Compounds 31 and 33 were generally isolated in 80% combined yield after flash column chromatography of the photoreactions between DHA2 and either RDX or PETN. Furthermore, DHA6 was confirmed to produce 32 and 34 (by GC-MS analysis) upon photolysis in the presence of RDX/PETN. Without wishing to be bound by theory, compounds 33 and 34 may have been formed as a result of either H. or hydride abstraction reactions between DHA2 or DHA6 and the photodegradation products of RDX and PETN. GC-MS analyses of the photoreactions between the remaining DHAs (DHA3, DHA7, DHA9, DHA10-17) and either RDX or PETN similarly revealed the formation of mono-nitrated derivatives of the respective DHAs.

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US08999722B2uspto-grants-2015_04