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; Fuxue 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
, Fuxue Chen^*

^*Corresponding author for this work

School of Chemistry and Chemical Engineering

Beijing Institute of Technology
China Academy of Engineering Physics

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

28 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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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 Fuxue Chen",

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

year = "2019",

doi = "10.1039/c9nj01452g",

language = "English",

volume = "43",

pages = "13330--13333",

journal = "New Journal of Chemistry",

issn = "1144-0546",

publisher = "Royal Society of Chemistry",

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}

TY - JOUR

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, Fuxue

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.

UR - https://www.scopus.com/pages/publications/85071718154

U2 - 10.1039/c9nj01452g

DO - 10.1039/c9nj01452g

M3 - Article

AN - SCOPUS:85071718154

SN - 1144-0546

VL - 43

SP - 13330

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

Abstract

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