Vanillic acid


Vanillic acid is a dihydroxybenzoic acid derivative used as a flavoring agent. It is an oxidized form of vanillin. It is also an intermediate in the production of vanillin from ferulic acid.

Occurrence in nature

The highest amount of vanillic acid in plants known so far is found in the root of Angelica sinensis, an herb indigenous to China, which is used in traditional Chinese medicine.

Occurrences in food

, obtained from the fruit of the açaí palm, is rich in vanillic acid. It is one of the main natural phenols in argan oil. It is also found in wine and vinegar.

Metabolism

Vanillic acid is one of the main catechins metabolites found in humans after consumption of green tea infusions.

Synthesis

Oxidation of vanillin to the carboxylic acid occurred in ~88% yield.

Uses

Vanillic acid is used in the synthesis of:
  1. the analeptic drug etamivan.
  2. Modecainide
  3. Vanillic acid is acetylated and converted to its acid chloride; S.B. amidation with bromhexine gives Brovanexine.
  4. Vanitiolide
  5. Vanyldisulfamide.