Synthesis and characterization of functionalized 1,3-bis(2-alkyltetrazol-5-yl)triazenes

Qi Wang; Chen Bin Wang; Fu Qing Pang; Tian Lu; Hong Quan Yin; Fu Xue Chen

doi:10.1016/j.cclet.2017.04.006

Synthesis and characterization of functionalized 1,3-bis(2-alkyltetrazol-5-yl)triazenes

Qi Wang, Chen Bin Wang, Fu Qing Pang, Tian Lu, Hong Quan Yin, Fu Xue Chen^*

^*Corresponding author for this work

School of Chemistry and Chemical Engineering

Beijing Institute of Technology

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

8 Citations (Scopus)

Abstract

A series of 1,3-bis(2-alkyltetrazol-5-yl)triazenes have been synthesized in high yields by treatment of sodium nitrite and hydrochloric acid with substituted-5-aminotetrazoles. All compounds were fully characterized using IR spectroscopy, ¹H NMR and ¹³C NMR spectroscopy and high resolution mass spectrometer (HRMS). Most of these triazenes exhibit good detonation performance comparable with TNT and low melting points ranging from 81 °C to 106 °C, which are suitable for melt-cast explosives. Among these compounds, 1,3-bis(2-azidoethyltetrazol-5-yl)triazene (2g) displays a low melting point (106 °C), moderate onset decomposition temperature (183 °C) and good detonation performance (D: 7087 m/s; P: 17.6 GPa).

Original language	English
Pages (from-to)	1784-1787
Number of pages	4
Journal	Chinese Chemical Letters
Volume	28
Issue number	8
DOIs	https://doi.org/10.1016/j.cclet.2017.04.006
Publication status	Published - Aug 2017

Keywords

Bis(tetrazolyl)triazenes
Detonation parameter
Melt-cast explosives
Nitrogen-rich compounds
Tetrazoles

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10.1016/j.cclet.2017.04.006

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@article{086c757e3f3340e689bcd4f1ed13b98d,

title = "Synthesis and characterization of functionalized 1,3-bis(2-alkyltetrazol-5-yl)triazenes",

abstract = "A series of 1,3-bis(2-alkyltetrazol-5-yl)triazenes have been synthesized in high yields by treatment of sodium nitrite and hydrochloric acid with substituted-5-aminotetrazoles. All compounds were fully characterized using IR spectroscopy, 1H NMR and 13C NMR spectroscopy and high resolution mass spectrometer (HRMS). Most of these triazenes exhibit good detonation performance comparable with TNT and low melting points ranging from 81 °C to 106 °C, which are suitable for melt-cast explosives. Among these compounds, 1,3-bis(2-azidoethyltetrazol-5-yl)triazene (2g) displays a low melting point (106 °C), moderate onset decomposition temperature (183 °C) and good detonation performance (D: 7087 m/s; P: 17.6 GPa).",

keywords = "Bis(tetrazolyl)triazenes, Detonation parameter, Melt-cast explosives, Nitrogen-rich compounds, Tetrazoles",

author = "Qi Wang and Wang, {Chen Bin} and Pang, {Fu Qing} and Tian Lu and Yin, {Hong Quan} and Chen, {Fu Xue}",

note = "Publisher Copyright: {\textcopyright} 2017",

year = "2017",

month = aug,

doi = "10.1016/j.cclet.2017.04.006",

language = "English",

volume = "28",

pages = "1784--1787",

journal = "Chinese Chemical Letters",

issn = "1001-8417",

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TY - JOUR

T1 - Synthesis and characterization of functionalized 1,3-bis(2-alkyltetrazol-5-yl)triazenes

AU - Wang, Qi

AU - Wang, Chen Bin

AU - Pang, Fu Qing

AU - Lu, Tian

AU - Yin, Hong Quan

AU - Chen, Fu Xue

PY - 2017/8

Y1 - 2017/8

N2 - A series of 1,3-bis(2-alkyltetrazol-5-yl)triazenes have been synthesized in high yields by treatment of sodium nitrite and hydrochloric acid with substituted-5-aminotetrazoles. All compounds were fully characterized using IR spectroscopy, 1H NMR and 13C NMR spectroscopy and high resolution mass spectrometer (HRMS). Most of these triazenes exhibit good detonation performance comparable with TNT and low melting points ranging from 81 °C to 106 °C, which are suitable for melt-cast explosives. Among these compounds, 1,3-bis(2-azidoethyltetrazol-5-yl)triazene (2g) displays a low melting point (106 °C), moderate onset decomposition temperature (183 °C) and good detonation performance (D: 7087 m/s; P: 17.6 GPa).

AB - A series of 1,3-bis(2-alkyltetrazol-5-yl)triazenes have been synthesized in high yields by treatment of sodium nitrite and hydrochloric acid with substituted-5-aminotetrazoles. All compounds were fully characterized using IR spectroscopy, 1H NMR and 13C NMR spectroscopy and high resolution mass spectrometer (HRMS). Most of these triazenes exhibit good detonation performance comparable with TNT and low melting points ranging from 81 °C to 106 °C, which are suitable for melt-cast explosives. Among these compounds, 1,3-bis(2-azidoethyltetrazol-5-yl)triazene (2g) displays a low melting point (106 °C), moderate onset decomposition temperature (183 °C) and good detonation performance (D: 7087 m/s; P: 17.6 GPa).

KW - Bis(tetrazolyl)triazenes

KW - Detonation parameter

KW - Melt-cast explosives

KW - Nitrogen-rich compounds

KW - Tetrazoles

UR - http://www.scopus.com/inward/record.url?scp=85019562500&partnerID=8YFLogxK

U2 - 10.1016/j.cclet.2017.04.006

DO - 10.1016/j.cclet.2017.04.006

M3 - Article

AN - SCOPUS:85019562500

SN - 1001-8417

VL - 28

SP - 1784

EP - 1787

JO - Chinese Chemical Letters

JF - Chinese Chemical Letters

IS - 8

ER -

Synthesis and characterization of functionalized 1,3-bis(2-alkyltetrazol-5-yl)triazenes

Abstract

Keywords

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