Reaction Mechanism for the Formation of 1,3-Ditertiobutyl-5,5-
dinitrohexahydropyrimidine

Chin. J. Org. Chem. ›› 2010, Vol. 30 ›› Issue (03): 409-413. Previous Articles Next Articles

Full Papers

1,3-二叔丁基-5,5-二硝基嘧啶烷的合成及反应机理研究

李清霞^a，王鹏^a，孟文君^a，孟子晖*^{,a，娄忠良^a，宋红燕^a

覃光明^b，葛忠学^b，王博周^b}

(^a北京理工大学化工与环境学院北京 100081)
(^b西安近代化学研究所西安 710061)

收稿日期:2009-07-13 修回日期:2009-09-14 发布日期:2010-03-28
通讯作者: 孟子晖 E-mail:mengzh@bit.edu.cn

Reaction Mechanism for the Formation of 1,3-Ditertiobutyl-5,5-
dinitrohexahydropyrimidine

Li Qingxia^a,Wang Peng^a,Meng Wenjun^a,Meng Zihui*^{,a,Lou Zhongliang^a

Song Hongyan^a,Qin Guangming^b,Ge Zhongxue^b,Wang Bozhou^b}

(^aSchool of Chemical Engineering and Environment, Beijing Institute of Technology, Beijing 100081)
(^bXi'an Morden Chemistry Research Insitute, Xi'an 710061)

Received:2009-07-13 Revised:2009-09-14 Published:2010-03-28

Abstract

The key precursor of the energetic plasticizer 1,3,5,5-tetranitrohexahydropyrimidine is 1,3-diter- tiobutyl-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.

Key words: 2,2-dinitropropane-1,3-diol, 1,3-ditertiobutyl-5,5-dinitrohexahydropyrimidine, Mannich reaction, synthetic mechanism

Cite this article

LI Qing-Xia, WANG Feng, MENG Wen-Jun, MENG Zi-Hui, LOU Zhong-Liang, SONG Gong-Yan, QIN Guang-Meng, GE Zhong-Hua, WANG Bo-Zhou. Reaction Mechanism for the Formation of 1,3-Ditertiobutyl-5,5-
dinitrohexahydropyrimidine[J]. Chin. J. Org. Chem., 2010, 30(03): 409-413.

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1,3-二叔丁基-5,5-二硝基嘧啶烷的合成及反应机理研究

Reaction Mechanism for the Formation of 1,3-Ditertiobutyl-5,5-
dinitrohexahydropyrimidine

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1,3-二叔丁基-5,5-二硝基嘧啶烷的合成及反应机理研究

Reaction Mechanism for the Formation of 1,3-Ditertiobutyl-5,5- dinitrohexahydropyrimidine

PDF

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Abstract

Cite this article

share this article

References

Related Articles 15

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Reaction Mechanism for the Formation of 1,3-Ditertiobutyl-5,5-
dinitrohexahydropyrimidine