1,2,4-Oxadiazole-derived polynitro energetic compounds with sensitivity reduced by a methylene bridge

Tian Lu; Chenbin Wang; Guilong Wang; Shaoqing Wang; Jia Song; Hongquan Yin; Guijuan Fan; Fu Xue Chen

doi:10.1039/c9nj01452g

1,2,4-Oxadiazole-derived polynitro energetic compounds with sensitivity reduced by a methylene bridge

Tian Lu, Chenbin Wang, Guilong Wang, Shaoqing Wang, Jia Song, Hongquan Yin, Guijuan Fan, Fu Xue Chen^*

^*Corresponding author for this work

School of Chemistry and Chemical Engineering

Research output: Contribution to journal › Article › peer-review

20 Citations (Scopus)

Abstract

Five energetic compounds bearing the framework of methylenebis-(1,2,4-oxadiazole-3-yl) are developed. All chemical structures were confirmed using infrared spectroscopy (IR), ¹H NMR and ¹³C NMR spectroscopy, HRMS, and single crystal X-ray diffraction for pivotal intermediate diethyl 2,2-(methylenebis(1,2,4-oxadiazole-3,5-diyl))diacetate (2) and diammonium salt 5. Bis(5-(trinitromethyl)-1,2,4-oxadiazol-3-yl)methane (3) showed high performance (D = 9053.2 m s^-1, P = 37.4 GPa) and relatively low sensitivity (IS = 12.5 J, FS = 72 J). All the others are less sensitive than TNT.

Original language	English
Pages (from-to)	13330-13333
Number of pages	4
Journal	New Journal of Chemistry
Volume	43
Issue number	34
DOIs	https://doi.org/10.1039/c9nj01452g
Publication status	Published - 2019

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Lu, T., Wang, C., Wang, G., Wang, S., Song, J., Yin, H., Fan, G., & Chen, F. X. (2019). 1,2,4-Oxadiazole-derived polynitro energetic compounds with sensitivity reduced by a methylene bridge. New Journal of Chemistry, 43(34), 13330-13333. https://doi.org/10.1039/c9nj01452g

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title = "1,2,4-Oxadiazole-derived polynitro energetic compounds with sensitivity reduced by a methylene bridge",

abstract = "Five energetic compounds bearing the framework of methylenebis-(1,2,4-oxadiazole-3-yl) are developed. All chemical structures were confirmed using infrared spectroscopy (IR), 1H NMR and 13C NMR spectroscopy, HRMS, and single crystal X-ray diffraction for pivotal intermediate diethyl 2,2-(methylenebis(1,2,4-oxadiazole-3,5-diyl))diacetate (2) and diammonium salt 5. Bis(5-(trinitromethyl)-1,2,4-oxadiazol-3-yl)methane (3) showed high performance (D = 9053.2 m s-1, P = 37.4 GPa) and relatively low sensitivity (IS = 12.5 J, FS = 72 J). All the others are less sensitive than TNT.",

author = "Tian Lu and Chenbin Wang and Guilong Wang and Shaoqing Wang and Jia Song and Hongquan Yin and Guijuan Fan and Chen, {Fu Xue}",

note = "Publisher Copyright: {\textcopyright} 2019 The Royal Society of Chemistry and the Centre National De la Recherche Scientifique.",

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doi = "10.1039/c9nj01452g",

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T1 - 1,2,4-Oxadiazole-derived polynitro energetic compounds with sensitivity reduced by a methylene bridge

AU - Lu, Tian

AU - Wang, Chenbin

AU - Wang, Guilong

AU - Wang, Shaoqing

AU - Song, Jia

AU - Yin, Hongquan

AU - Fan, Guijuan

AU - Chen, Fu Xue

PY - 2019

Y1 - 2019

N2 - Five energetic compounds bearing the framework of methylenebis-(1,2,4-oxadiazole-3-yl) are developed. All chemical structures were confirmed using infrared spectroscopy (IR), 1H NMR and 13C NMR spectroscopy, HRMS, and single crystal X-ray diffraction for pivotal intermediate diethyl 2,2-(methylenebis(1,2,4-oxadiazole-3,5-diyl))diacetate (2) and diammonium salt 5. Bis(5-(trinitromethyl)-1,2,4-oxadiazol-3-yl)methane (3) showed high performance (D = 9053.2 m s-1, P = 37.4 GPa) and relatively low sensitivity (IS = 12.5 J, FS = 72 J). All the others are less sensitive than TNT.

AB - Five energetic compounds bearing the framework of methylenebis-(1,2,4-oxadiazole-3-yl) are developed. All chemical structures were confirmed using infrared spectroscopy (IR), 1H NMR and 13C NMR spectroscopy, HRMS, and single crystal X-ray diffraction for pivotal intermediate diethyl 2,2-(methylenebis(1,2,4-oxadiazole-3,5-diyl))diacetate (2) and diammonium salt 5. Bis(5-(trinitromethyl)-1,2,4-oxadiazol-3-yl)methane (3) showed high performance (D = 9053.2 m s-1, P = 37.4 GPa) and relatively low sensitivity (IS = 12.5 J, FS = 72 J). All the others are less sensitive than TNT.

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DO - 10.1039/c9nj01452g

M3 - Article

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VL - 43

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EP - 13333

JO - New Journal of Chemistry

JF - New Journal of Chemistry

IS - 34

ER -

1,2,4-Oxadiazole-derived polynitro energetic compounds with sensitivity reduced by a methylene bridge

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