Reaction mechanism for the formation of 1,3-ditertiobutyl-5,5- Dinitrohexahydropyrimidine

Qingxia Li, Peng Wang, Wenjun Meng, Zihui Meng, Zhongliang Lou, Hongyan Song, Guangming Qin, Zhongxue Ge, Bozhou Wang

Research output: Contribution to journalArticlepeer-review

3 Scopus citations

Abstract

The key precursor of the energetic plasticizer 1,3,5,5- tetranitrohexahydropyrirnidine is 1,3-ditertiobutyl-5,5- dinitrohexahydropyrimidine, which was synthesized from 2,2-dinitropropane-1,3- diol, formaldehyde and tert-butylamine via Mannich reaction. A stable intermediate N-benzyl-2,2-dinitroethylamine was obtained, and isotope tracing experiment was employed to elucidate the reaction process, and finally a synthetic mechanism for 1,3-ditertiobutyl-5,5-dinitrohexahydropyrimidine was proposed.

Original languageEnglish
Pages (from-to)409-413
Number of pages5
JournalChinese Journal of Organic Chemistry
Volume30
Issue number3
StatePublished - Mar 2010
Externally publishedYes

Keywords

  • 1,3-ditertiobutyl-5,5- dinitrohexahydropyrimidine
  • 2,2-dinitropropane-1,3-diol
  • Mannich reaction
  • Synthetic mechanism

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