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- Title
Synthesis of CL-20 by a Greener Method Using Nitroguanidine/HNO<sub>3</sub>.
- Authors
Bayat, Yadollah; Hajighasemali, Fatemeh
- Abstract
CL-20 is a nitramine applied in both explosives and propellants. The traditional nitrolysis of tetraacetyldibenzylhexaazaisowurtzitane (TADB), as the key precursor for the synthesis of CL-20, requires the use of N2O4/HNO3/H2SO4 (so-called mixed acid) which has its drawbacks, especially at industrial scales. Herein, the nitrolysis of TADB with a one pot method was investigated using nitroguanidine (NQ) and guanidinium nitrate (GN)/HNO3 as new system for the synthesis of CL-20. Positive features of these nitro-debenzylation/nitro-deacetylation methods include lack of mixed acids, simple work-up and less hazardous reagents. The maximum yield of reaction (72 %) was obtained under optimized conditions (NQ (3.48 mmol) and TADB (0.58 mmol) in 98 % HNO3 (5 mL) at 85 °C and 24 h).
- Subjects
CHEMICAL synthesis; NITRATION; NITROGUANIDINE; NITROAMINES; EXPLOSIVES
- Publication
Propellants, Explosives, Pyrotechnics, 2016, Vol 41, Issue 1, p20
- ISSN
0721-3115
- Publication type
Article
- DOI
10.1002/prep.201500300