Abstract
A safe synthesis of dihydroxylammonium 5,5′-bistetrazole-1,1′-diolate (TKX-50) has been achieved by using 2-methoxyisopropyl-protected diazidoglyoxime (MIP-DAzG) as an insensitive intermediate. The MIP group acted as a protecting group, which was quantitatively introduced into dichloroglyoxime without the need for any additives, and effectively removed during the course of the cyclization reaction used to construct the 5,5′-bistetrazole-1,1′-diol moiety under acidic conditions. Notably, the sensitivity results obtained for MIP-DAzG were significantly lower than those of the DAzG intermediate used in the previously reported synthesis of TKX-50. Furthermore, the sensitivity studies on MIP-DAzG indicated that the sensitivity of protected DAzG was affected by the steric hindrance around the hydroxyl group in DAzG caused by the protecting group.
Original language | English |
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Pages (from-to) | 732-736 |
Number of pages | 5 |
Journal | Propellants, Explosives, Pyrotechnics |
Volume | 46 |
Issue number | 5 |
DOIs | |
State | Published - May 2021 |
Keywords
- Diazidoglyoxime
- Explosive
- Insensitivity
- Protecting group
- TKX-50