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氨基脲乙酯的克拉普乔脱羧反应:1,1'-二氨基-5,5'-双四唑的合成方法及其作为高性能无金属引发剂的应用。

Krapcho Decarboxylation of Ethyl-Carbazate: Synthetic Approach toward 1,1'-Diamino-5,5'-bistetrazole and Its Utilization as a High-Performing Metal-Free Initiator.

作者信息

Benz Maximilian, Klapötke Thomas M, Stierstorfer Jörg

机构信息

Department of Chemistry, Ludwig Maximilian University of Munich, Butenandtstraße 5-13, D-81377 Munich, Germany.

出版信息

Org Lett. 2022 Mar 4;24(8):1747-1751. doi: 10.1021/acs.orglett.2c00430. Epub 2022 Feb 24.

DOI:10.1021/acs.orglett.2c00430
PMID:35200031
Abstract

1,1'-Diamino-5,5'-bistetrazole (CHN), a highly nitrogen-containing compound with promising energetic characteristics, is available through a classic organic reaction protocol applied on an inorganic azole system. This is the only Krapcho reaction on a carbamate system described in the literature so far. 1,1'-Diamino-5,5'-bistetrazole was extensively characterized through multinuclear spectroscopy, mass spectrometry, thermal analysis, and X-ray diffraction. The sensitivity values were measured, and detonation values were calculated. Its capability to initiate pentaerythritol tetranitrate (PETN) was successfully demonstrated.

摘要

1,1'-二氨基-5,5'-双四唑(CHN)是一种具有良好能量特性的高含氮化合物,可通过应用于无机唑体系的经典有机反应方案制得。这是迄今为止文献中描述的唯一一例在氨基甲酸酯体系上进行的克拉普乔反应。通过多核光谱、质谱、热分析和X射线衍射对1,1'-二氨基-5,5'-双四唑进行了广泛表征。测量了其感度值,并计算了爆轰值。成功证明了它引发季戊四醇四硝酸酯(PETN)的能力。

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