Synthesis of Biisoxazoletetrakis(methyl nitrate): A Potential Nitrate Plasticizer and Highly Explosive Material

Leah A. Wingard, E. Johnson, Pablo E. Guzmán, Jesse J. Sabatini, Gregory W. Drake, Edward F. C. Byrd, Rosario C. Sausa

European Journal of Organic Chemistry · 2017 · 39 citations · 19 references

Concepts

Abstract

The efficient and scalable synthesis of 3,3′‐biisoxazole‐4,4′,5,5′‐tetrakis(methyl nitrate) and its energetic properties are described. The synthesis features a metal‐free [3+2] cycloaddition of an electron‐rich internal alkyne and a nitrile oxide by simple heating, without using halogenated solvents. The material has favorable sensitivity properties, and its energetic properties point toward its potential as a nitrate plasticizer and highly explosive material.

References

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