ACS Publications. Most Trusted. Most Cited. Most Read
Understanding the Stability of Highly Nitrated Sensitive Pyrazole Isomers
My Activity
    Letter

    Understanding the Stability of Highly Nitrated Sensitive Pyrazole Isomers
    Click to copy article linkArticle link copied!

    Other Access OptionsSupporting Information (1)

    Organic Letters

    Cite this: Org. Lett. 2024, 26, 28, 5946–5950
    Click to copy citationCitation copied!
    https://doi.org/10.1021/acs.orglett.4c01870
    Published July 9, 2024
    Copyright © 2024 American Chemical Society

    Abstract

    Click to copy section linkSection link copied!
    Abstract Image

    Two energetic isomers of chemically unstable 3,5-bis(dinitromethyl)-4-nitro-1H-pyrazole (2), namely, 4-methyl-3,5-dinitro-1-(trinitromethyl)-1H-pyrazole (4) and 5-methyl-3,4-dinitro-1-(trinitromethyl)-1H-pyrazole (6), each containing five nitro groups and having the same chemical composition, exhibit major differences in their physiochemical properties. These include density, enthalpy of formation, temperature of decomposition, and sensitivity to impact and friction. Notably, both isomer 4 and isomer 6 demonstrate superior thermal stability compared to isomer 2, making them promising candidates as safer energetic materials.

    Copyright © 2024 American Chemical Society

    Read this article

    To access this article, please review the available access options below.

    Get instant access

    Purchase Access

    Read this article for 48 hours. Check out below using your ACS ID or as a guest.

    Recommended

    Access through Your Institution

    You may have access to this article through your institution.

    Your institution does not have access to this content. Add or change your institution or let them know you’d like them to include access.

    Supporting Information

    Click to copy section linkSection link copied!

    The Supporting Information is available free of charge at https://pubs.acs.org/doi/10.1021/acs.orglett.4c01870.

    • Synthesis of compounds 26, X-ray crystallography details and crystallographic data, enthalpy of formation, and spectral data (PDF)

    Accession Codes

    CCDC 23528092352811 and 2355756 contain the supplementary crystallographic data for this paper. These data can be obtained free of charge via www.ccdc.cam.ac.uk/data_request/cif, or by emailing [email protected], or by contacting The Cambridge Crystallographic Data Centre, 12 Union Road, Cambridge CB2 1EZ, UK; fax: +44 1223 336033.

    Terms & Conditions

    Most electronic Supporting Information files are available without a subscription to ACS Web Editions. Such files may be downloaded by article for research use (if there is a public use license linked to the relevant article, that license may permit other uses). Permission may be obtained from ACS for other uses through requests via the RightsLink permission system: http://pubs.acs.org/page/copyright/permissions.html.

    Cited By

    Click to copy section linkSection link copied!
    Citation Statements
    Explore this article's citation statements on scite.ai

    This article is cited by 1 publications.

    1. Pengju Yang, Xiaoxiao Zheng, Guojie Zhang, Caijing Lei, Guangbin Cheng, Hongwei Yang. Construction of heterocycle-triazolotriazine framework energetic compounds: towards novel high-performance explosives. Chemical Communications 2024, 60 (76) , 10588-10591. https://doi.org/10.1039/D4CC03260H

    Organic Letters

    Cite this: Org. Lett. 2024, 26, 28, 5946–5950
    Click to copy citationCitation copied!
    https://doi.org/10.1021/acs.orglett.4c01870
    Published July 9, 2024
    Copyright © 2024 American Chemical Society

    Article Views

    1154

    Altmetric

    -

    Citations

    Learn about these metrics

    Article Views are the COUNTER-compliant sum of full text article downloads since November 2008 (both PDF and HTML) across all institutions and individuals. These metrics are regularly updated to reflect usage leading up to the last few days.

    Citations are the number of other articles citing this article, calculated by Crossref and updated daily. Find more information about Crossref citation counts.

    The Altmetric Attention Score is a quantitative measure of the attention that a research article has received online. Clicking on the donut icon will load a page at altmetric.com with additional details about the score and the social media presence for the given article. Find more information on the Altmetric Attention Score and how the score is calculated.