An Improved Synthesis of Bromotetrazole

Wozniak, Dominique R.; Zeller, Mat­thias; Byrd, Edward C.; Piercey, Davin G.

doi:10.1002/zaac.202100333

Zeitschrift anorg allge chemie

2021

DOI: 10.1002/zaac.202100333

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An Improved Synthesis of Bromotetrazole

Dominique R. Wozniak

Matthias Zeller

Edward C. Byrd

et al.

Abstract: A new efficient synthesis of 5-bromotetrazole is presented. The free acid bromotetrazole was synthesized in a straightforward reaction analogous to the production of nitrotetrazole. Its sodium salt was readily produced via acid/base salt metathesis.Both products were characterized chemically and as energetic materials by 1 H and 13 C NMR, IR, High Resolution Mass Spectrometry, x-ray crystallography, TGA, impact and friction tests.

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2024

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Sequential, Electrochemical‐Photochemical Synthesis of 1,2,4‐Triazolo‐[4,3‐a]pyrazines

Yount,

Morris,

Henson

et al. 2024

Chemistry A European J

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1,2,4‐triazolo‐[4,3‐a]pyrazine was prepared via a two‐step electrochemical, photochemical process. First, a 5‐substituted tetrazole is electrochemically coupled to 2,6‐dimethoxypyrazine to yield 1,5‐ and 2,5‐ disubstituted tetrazoles. Subsequent photochemical excitation of the 2,5‐disubstituted tetrazole species using an ultraviolet lamp releases nitrogen gas and produces a short‐lived nitrilimine intermediate. Rapid cyclization of the nitrilimine intermediate yields a 1,2,4‐triazolo‐[4,3‐a]pyrazine backbone. The scope of this reaction was explored using various tetrazoles and pyrazines. Materials produced were identified using chemical analytical techniques and computationally studied for potential application as an insensitive energetic material.

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Sequential, Electrochemical‐Photochemical Synthesis of 1,2,4‐Triazolo‐[4,3‐a]pyrazines

Yount,

Morris,

Henson

et al. 2024

Chemistry A European J

Self Cite

View full text Add to dashboard Cite

show abstract

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An Improved Synthesis of Bromotetrazole

Cited by 1 publication

References 25 publications

Sequential, Electrochemical‐Photochemical Synthesis of 1,2,4‐Triazolo‐[4,3‐a]pyrazines

Sequential, Electrochemical‐Photochemical Synthesis of 1,2,4‐Triazolo‐[4,3‐a]pyrazines

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