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P-Anisic acid

p-Anisic acid, also known as 4-methoxybenzoic acid or draconic acid, is one of the isomers of anisic acid. The term "anisic acid" often refers to this form specifically. It is a white crystalline solid which is insoluble in water, highly soluble in alcohols, and soluble in ether and ethyl acetate.

Synthesis and occurrence

p-Anisic acid is found naturally in anise. It was first synthesized in 1841 by Auguste Cahours by oxidizing anethole that he had isolated from anise by recrystallization with diluted nitric acid:

: :

Oxidation of anisaldehyde, which was Cahours' intermediate product, is still used nowadays. Anisic acid can also be obtained synthetically by the oxidation of p-methoxyacetophenone.

Uses

p-Anisic acid has antiseptic properties. It is also used as an intermediate in the preparation of more complex organic compounds.

References

References

  1. ''Merck Index'', 11th Edition, '''696'''
  2. (1955). "Determination of Organic Structure by Physical Methods". Academic Press.
  3. Bryan, Robert F.. (1967). "An X-ray study of the p-n-alkoxybenzoic acids. Part II. The crystal structure of anisic acid". Journal of the Chemical Society B: Physical Organic.
  4. "4-Methoxybenzoic acid".
  5. Wisniak, Jaime. (2013-10-01). "Auguste André Thomas Cahours". Educación Química.
  6. Crochard (París). (1841). "Annales de chimie et de physique". Chez Crochard.
  7. (2013). "Kinetics of micellar catalysis on oxidation of p-anisaldehyde to p-anisic acid in aqueous medium at room temperature". Chemical Engineering Science.
  8. (2019). "Antimicrobial Ingredients as Preservative Booster and Components of Self-Preserving Cosmetic Products". Current Microbiology.
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