Work

Designing the First Hydroxylamine Substituted Tetrazole With N , O‐ Dimethylhydroxylamine

Year: 2026

Type: article

Abstract: Nitrogen‐rich heterocyclic compounds, particularly 5‐substituted tetrazoles, are of significant importance in many fields such as energetic materials, pharmaceuticals, coordination chemistry and catalysis, and agrochemistry. Despite the extensive history of exploration of the tetrazole ring, the synthesis and isolation of 5‐hydroxylamine substituted tetrazoles have remained extremely elusive in literature, representing a notable gap in fundamental heterocyclic chemistry. This work represents the first successful synthesis and characterization of a 5‐hydroxylamine‐substituted tetrazole: 5‐( N , O ‐dimethylhydroxylamine)‐1 H ‐tetrazole and its hydrochloride salt.

Source: Zeitschrift für anorganische und allgemeine Chemie

DOI: 10.1002/zaac.70207

Authors: Jake E. Zuckerman, Rebecca M. Schank, Kyle M. McKinney, Davin G. Piercey

Institution: Purdue University West Lafayette

Language: English

Topic: Synthesis of Tetrazole Derivatives

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: hybrid

Estimated APC paid: $3,960

Funder: Army Research Office