1. Synthesis and Characterization of 2,4,6, 8-Tetrachitro-2,4,6, 8-tetraazabicyclic [3.3.0] octane.
- Author
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HOUJing, WUJun-yue, ZHAN Le-wu, and LI Bin-dong
- Subjects
NUCLEAR magnetic resonance spectroscopy ,PROTON magnetic resonance spectroscopy ,ORGANIC chemistry ,MONOCLINIC crystal system ,FOURIER transform infrared spectroscopy - Abstract
By using amino sulfonic acid salts, formaldehyde, and glyoxal as starting materials, an optimized synthesis process for 2,4,6, 8-tetrachitro-2,4,6, 8-tetraazabicyclic [3.3.0] octane(BCHMX) without purification of the intermediate (2,4, 6,8-tetraazabicyclo[3. 3.0]octane sulfonate) was developed. The molecular structure, crystal structure, and thermal stability of the target product were analyzed and characterized using Fourier transform infrared spectroscopy (FT-IR), proton nuclear magnetic resonance spectroscopy (1H NMR), carbon-13 nuclear magnetic resonance spectroscopy (13C NMR), and thermo-gravimetric analysis combined with differential scanning calorimetry (TC-DSC). Results show that, the optimal process conditions are as follows: 1. 07 mole of potassium amino sulfonate per mole of formaldehyde, 1. 77 mole of glyoxal, 8.4 mole of water as the solvent, and 0. 023 mole of formic acid as the acid catalyst. The condensation reaction is carried out for 12 hours. The nitration reaction is performed using fuming nitric acid and acetic anhydride in a molar ratio of 1. 3 ' 1 as nitrating agent at 40°C . By the condensation and nitration reactions, BCHMX with a purity of 97.8% is obtained with a total yield of 65. 29% . BCHMX belongs to the monoclinic crystal system with space group of P2(1)/c, and the theraml decomposition temperature is 223 °C . [ABSTRACT FROM AUTHOR]
- Published
- 2024
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