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Citrazinic acid


Very soluble in alkaline solutions | NFPA-H = 2 | NFPA-F = 0 | NFPA-I = 0 | NFPA-S = Citrazinic acid (CZA) is a heterocyclic compound consisting of a dihydropyridine ring derived with a carboxylate group. The yellow solid exists as multiple tautomers, and it frequently forms dimers.

Citrazinic acid is commonly formed in citric acid based carbon nanodots (CND). It is responsible for the blue light found in citric acid CNDs. The wavelengths of light emitted by citrazinic in CNDs can be shifted by changing the pH of the solution.

Preparation

Citrazinic acid can be prepared creating a solution of citric acid and toluenesulfonic acid, which forms a 1,3-diester. That solution, when added to a heated ammonia solution results in citrazinic acid.

References

References

  1. (May 2020). "Anomalous Optical Properties of Citrazinic Acid under Extreme pH Conditions". ACS Omega.
  2. (February 2021). "Formation of Citrazinic Acid Ions and Their Contribution to Optical and Magnetic Features of Carbon Nanodots: A Combined Experimental and Computational Approach". Materials.
  3. (July 1956). "Synthesis of isoniazid from citric acid". Journal of the American Pharmaceutical Association.
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