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Dehydroacetic acid


Methylacetopyronone | NFPA-H = 1 | NFPA-F = 1 | NFPA-R = 0

Dehydroacetic acid is an organic compound which has several industrial applications. The compound is classified as a pyrone derivative. It presents as an odorless, colorless to white crystalline powder, almost insoluble in water and moderately soluble in most organic solvents.

Preparation

It is prepared by the base-catalysed dimerization of diketene. Commonly used organic bases include imidazole, DABCO, and pyridine.

Uses

Industrially, dehydroacetic acid has several uses which include the following:

  • as a fungicide and bactericide. The sodium salt, sodium dehydroacetate, is often used in place of dehydroacetic acid because of its greater solubility in water.
  • as a food preservative to prevent pickle bloating in squash and strawberries. When used as a food additive, dehydroacetic acid is referred to using the International Numbering System for Food Additives or E number 265.
  • as a plasticizer in synthetic resins.
  • as an antienzyme in toothpastes.
  • as a precursor for dimethyl-4-pyridones. The compounds are synthesized when dehydroacetic acid is exposed to aqueous solutions containing primary amines.

References

References

  1. ''Merck Index'', 11th Edition, '''2855'''
  2. (2017). "DEHYDROACETIC ACID (Part 1): CHEMICAL AND PHARMACOLOGICAL PROPERTIES". Journal Marocain de Chimie Hétérocyclique.
  3. Raimund Miller, Claudio Abaecherli, Adel Said, Barry Jackson. "Ketenes". In ''Ullmann's Encyclopedia of Industrial Chemistry''. 2001, Wiley-VCH, Weinheim. {{doi. 10.1002/14356007.a15_063
  4. (1993). "Acetic Acid and its Derivatives". Marcel Dekker, Inc..
  5. Harold William Rossmoore. ''Handbook of Biocide and Preservative Use'', p. 341. {{ISBN. 0-7514-0212-5
  6. (1963). "The Preparation, Properties, and Structure of 2,6-bis-(Alkyamino)-2,5-heptadien-4-ones". Canadian Journal of Chemistry.
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