Cargando…

Synthesis and Energetic Properties of N-Substituted 3,4- and 3,5-Dinitropyrazoles

[Image: see text] 3,4- and 3,5-Dinitropyrazoles (DNPs) were substituted with acryl and allyl groups on the N1 nitrogen atom, resulting in three novel energetic materials. These compounds are all liquids at room temperature with melting points ranging from −60.2 to −38.6 °C and were fully characteriz...

Descripción completa

Detalles Bibliográficos
Autores principales: Kuehl, Valerie A., Cleveland, Alexander H., Snyder, Christopher J., Chavez, David E.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2023
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10233677/
https://www.ncbi.nlm.nih.gov/pubmed/37273606
http://dx.doi.org/10.1021/acsomega.2c07390
_version_ 1785052307860226048
author Kuehl, Valerie A.
Cleveland, Alexander H.
Snyder, Christopher J.
Chavez, David E.
author_facet Kuehl, Valerie A.
Cleveland, Alexander H.
Snyder, Christopher J.
Chavez, David E.
author_sort Kuehl, Valerie A.
collection PubMed
description [Image: see text] 3,4- and 3,5-Dinitropyrazoles (DNPs) were substituted with acryl and allyl groups on the N1 nitrogen atom, resulting in three novel energetic materials. These compounds are all liquids at room temperature with melting points ranging from −60.2 to −38.6 °C and were fully characterized by high-resolution mass spectrometry, elemental analysis, proton and carbon nuclear magnetic resonance spectroscopy, and Fourier transform infrared spectroscopy. These materials were also tested for electrostatic discharge, friction, and impact sensitivities and then compared to DNP starting materials and to the explosive nitroglycerin (NG). These results indicate that the synthesized compounds are less sensitive to impact compared to NG and have higher thermal stabilities to decomposition.
format Online
Article
Text
id pubmed-10233677
institution National Center for Biotechnology Information
language English
publishDate 2023
publisher American Chemical Society
record_format MEDLINE/PubMed
spelling pubmed-102336772023-06-02 Synthesis and Energetic Properties of N-Substituted 3,4- and 3,5-Dinitropyrazoles Kuehl, Valerie A. Cleveland, Alexander H. Snyder, Christopher J. Chavez, David E. ACS Omega [Image: see text] 3,4- and 3,5-Dinitropyrazoles (DNPs) were substituted with acryl and allyl groups on the N1 nitrogen atom, resulting in three novel energetic materials. These compounds are all liquids at room temperature with melting points ranging from −60.2 to −38.6 °C and were fully characterized by high-resolution mass spectrometry, elemental analysis, proton and carbon nuclear magnetic resonance spectroscopy, and Fourier transform infrared spectroscopy. These materials were also tested for electrostatic discharge, friction, and impact sensitivities and then compared to DNP starting materials and to the explosive nitroglycerin (NG). These results indicate that the synthesized compounds are less sensitive to impact compared to NG and have higher thermal stabilities to decomposition. American Chemical Society 2023-05-16 /pmc/articles/PMC10233677/ /pubmed/37273606 http://dx.doi.org/10.1021/acsomega.2c07390 Text en © 2023 The Authors. Published by American Chemical Society https://creativecommons.org/licenses/by-nc-nd/4.0/Permits non-commercial access and re-use, provided that author attribution and integrity are maintained; but does not permit creation of adaptations or other derivative works (https://creativecommons.org/licenses/by-nc-nd/4.0/).
spellingShingle Kuehl, Valerie A.
Cleveland, Alexander H.
Snyder, Christopher J.
Chavez, David E.
Synthesis and Energetic Properties of N-Substituted 3,4- and 3,5-Dinitropyrazoles
title Synthesis and Energetic Properties of N-Substituted 3,4- and 3,5-Dinitropyrazoles
title_full Synthesis and Energetic Properties of N-Substituted 3,4- and 3,5-Dinitropyrazoles
title_fullStr Synthesis and Energetic Properties of N-Substituted 3,4- and 3,5-Dinitropyrazoles
title_full_unstemmed Synthesis and Energetic Properties of N-Substituted 3,4- and 3,5-Dinitropyrazoles
title_short Synthesis and Energetic Properties of N-Substituted 3,4- and 3,5-Dinitropyrazoles
title_sort synthesis and energetic properties of n-substituted 3,4- and 3,5-dinitropyrazoles
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10233677/
https://www.ncbi.nlm.nih.gov/pubmed/37273606
http://dx.doi.org/10.1021/acsomega.2c07390
work_keys_str_mv AT kuehlvaleriea synthesisandenergeticpropertiesofnsubstituted34and35dinitropyrazoles
AT clevelandalexanderh synthesisandenergeticpropertiesofnsubstituted34and35dinitropyrazoles
AT snyderchristopherj synthesisandenergeticpropertiesofnsubstituted34and35dinitropyrazoles
AT chavezdavide synthesisandenergeticpropertiesofnsubstituted34and35dinitropyrazoles