Energetic Azoxy-Coupled Tetrazoles

IF 2 3区 化学 Q2 CHEMISTRY, ORGANIC Journal of Heterocyclic Chemistry Pub Date : 2024-09-12 DOI:10.1002/jhet.4881
Nicholas F. Scherschel, Matthias Zeller, Davin G. Piercey
{"title":"Energetic Azoxy-Coupled Tetrazoles","authors":"Nicholas F. Scherschel,&nbsp;Matthias Zeller,&nbsp;Davin G. Piercey","doi":"10.1002/jhet.4881","DOIUrl":null,"url":null,"abstract":"<p>Azoxy coupling of 5-amino-1-methyl-tetrazole, 5-amino-2-methyl-tetrazole, and 5-amino-1-methoxy-tetrazole was performed by reacting each with various oxidants. These reactions revealed aqueous Oxone to be the most facile system for yielding the azoxy couple for the previously mentioned tetrazoles. Chemical and structural characterization of each novel azoxy-coupled tetrazole was conducted with <sup>1</sup>H NMR, <sup>13</sup>C NMR, HRMS, and single-crystal x-ray diffraction. Energetic characterization was evaluated by analysis of each compounds' single crystal x-ray diffraction density, impact sensitivity, friction sensitivity, and decomposition temperature. All compounds were found to be very sensitive to impact and friction stimuli.</p>","PeriodicalId":194,"journal":{"name":"Journal of Heterocyclic Chemistry","volume":"61 11","pages":"1704-1709"},"PeriodicalIF":2.0000,"publicationDate":"2024-09-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://onlinelibrary.wiley.com/doi/epdf/10.1002/jhet.4881","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of Heterocyclic Chemistry","FirstCategoryId":"92","ListUrlMain":"https://onlinelibrary.wiley.com/doi/10.1002/jhet.4881","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0

Abstract

Azoxy coupling of 5-amino-1-methyl-tetrazole, 5-amino-2-methyl-tetrazole, and 5-amino-1-methoxy-tetrazole was performed by reacting each with various oxidants. These reactions revealed aqueous Oxone to be the most facile system for yielding the azoxy couple for the previously mentioned tetrazoles. Chemical and structural characterization of each novel azoxy-coupled tetrazole was conducted with 1H NMR, 13C NMR, HRMS, and single-crystal x-ray diffraction. Energetic characterization was evaluated by analysis of each compounds' single crystal x-ray diffraction density, impact sensitivity, friction sensitivity, and decomposition temperature. All compounds were found to be very sensitive to impact and friction stimuli.

Abstract Image

查看原文
分享 分享
微信好友 朋友圈 QQ好友 复制链接
本刊更多论文
高能偶氮偶联四唑
5-amino-1-methyl-tetrazole 、5-amino-2-methyl-tetrazole 和 5-amino-1-methoxy-tetrazole 的氮氧偶联是通过与各种氧化剂反应实现的。这些反应表明,水性 Oxone 是最容易生成上述四唑的氮氧偶联物的体系。利用 1H NMR、13C NMR、HRMS 和单晶 X 射线衍射对每种新型偶氮氧偶联四氮唑进行了化学和结构表征。通过分析每种化合物的单晶 X 射线衍射密度、冲击灵敏度、摩擦灵敏度和分解温度,对其能量特征进行了评估。结果发现,所有化合物对冲击和摩擦刺激都非常敏感。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
求助全文
约1分钟内获得全文 去求助
来源期刊
Journal of Heterocyclic Chemistry
Journal of Heterocyclic Chemistry 化学-有机化学
CiteScore
5.20
自引率
4.20%
发文量
177
审稿时长
3.9 months
期刊介绍: The Journal of Heterocyclic Chemistry is interested in publishing research on all aspects of heterocyclic chemistry, especially development and application of efficient synthetic methodologies and strategies for the synthesis of various heterocyclic compounds. In addition, Journal of Heterocyclic Chemistry promotes research in other areas that contribute to heterocyclic synthesis/application, such as synthesis design, reaction techniques, flow chemistry and continuous processing, multiphase catalysis, green chemistry, catalyst immobilization and recycling.
期刊最新文献
Issue Information Issue Information Palladium-Catalyzed Synthesis of Pyrrolo[1,2-α]Pyrazines From N-Phenacyl Pyrrole-2-Carbonitriles and Aryl Boronic Acids Synthesis and Anticancer Evaluation of Tryptanthrin-1,2,3-Triazole Hybrids Syntheses of 2,4-Substituted Quinazolines via One-Pot Three-Component Reactions Based on Manganese Dioxide/tert-Butyl Hydrogen Peroxide Co-Oxidation Using Alcohols
×
引用
GB/T 7714-2015
复制
MLA
复制
APA
复制
导出至
BibTeX EndNote RefMan NoteFirst NoteExpress
×
×
提示
您的信息不完整,为了账户安全,请先补充。
现在去补充
×
提示
您因"违规操作"
具体请查看互助需知
我知道了
×
提示
现在去查看 取消
×
提示
确定
0
微信
客服QQ
Book学术公众号 扫码关注我们
反馈
×
意见反馈
请填写您的意见或建议
请填写您的手机或邮箱
已复制链接
已复制链接
快去分享给好友吧!
我知道了
×
扫码分享
扫码分享
Book学术官方微信
Book学术文献互助
Book学术文献互助群
群 号:481959085
Book学术
文献互助 智能选刊 最新文献 互助须知 联系我们:info@booksci.cn
Book学术提供免费学术资源搜索服务,方便国内外学者检索中英文文献。致力于提供最便捷和优质的服务体验。
Copyright © 2023 Book学术 All rights reserved.
ghs 京公网安备 11010802042870号 京ICP备2023020795号-1