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Related Experiment Video

Updated: Jun 1, 2026

Optimized Griess Reaction for UV-Vis and Naked-eye Determination of Anti-malarial Primaquine

Optimized Griess Reaction for UV-Vis and Naked-eye Determination of Anti-malarial Primaquine

Published on: October 11, 2019

o-Benzoquinone dioxime.

Giuliana Gervasio¹, Domenica Marabello, Federica Bertolotti

¹Dipartimento di Chimica I.F.M.,University of Turin, Via P. Giuria 7, 10125, Torino, Italy.

Acta Crystallographica. Section E, Structure Reports Online

|May 19, 2011

Summary

Researchers identified a new compound, C(6)H(6)N(2)O(2), from benzofuroxan metabolism studies. This molecule features an amphi configuration with unique intra- and inter-molecular hydrogen bonding patterns.

Area of Science:

Organic Chemistry
Crystallography
Biochemistry

Background:

Benzofuroxan metabolism is not fully understood.
Investigating the metabolic products of benzofuroxan can reveal novel chemical structures and reactions.
Understanding molecular interactions is crucial in chemical and biological systems.

Purpose of the Study:

To characterize the structure and properties of a compound formed during benzofuroxan metabolism.
To elucidate the hydrogen bonding network within the title compound.

Main Methods:

In vitro metabolism study of benzofuroxan.
Chemical synthesis and isolation of the product.
X-ray crystallography to determine molecular structure and hydrogen bonding.

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Main Results:

The title compound, C(6)H(6)N(2)O(2), was successfully synthesized and characterized.
The molecule possesses an amphi configuration of its oxime groups (C=N-OH).
A strong intra-molecular O-H⋯N hydrogen bond was observed, alongside inter-molecular O-H⋯N hydrogen bonds forming zigzag chains.

Conclusions:

The study successfully identified and characterized a novel metabolite of benzofuroxan.
The observed hydrogen bonding patterns provide insights into the molecule's stability and self-assembly.
This work contributes to the understanding of benzofuroxan metabolism and oxime chemistry.