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Vanillic acid

Vanillic acid
Skeletal formula of vanillic acid
Ball-and-stick model of the vanillic acid molecule
Names
IUPAC name
4-Hydroxy-3-methoxybenzoic acid
Other names
4-Hydroxy-m-anisic acid, Vanillate
Identifiers
121-34-6 YesY
3D model (Jmol) Interactive image
ChEBI CHEBI:30816 YesY
ChEMBL ChEMBL120568 YesY
ChemSpider 8155 YesY
ECHA InfoCard 100.004.061
PubChem 8468
Properties
C8H8O4
Molar mass 168.15 g·mol−1
Appearance White to light yellow powder or crystals
Melting point 210 to 213 °C (410 to 415 °F; 483 to 486 K)
Hazards
NFPA 704
Flammability code 0: Will not burn. E.g., water Health code 1: Exposure would cause irritation but only minor residual injury. E.g., turpentine Reactivity code 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g., liquid nitrogen Special hazards (white): no codeNFPA 704 four-colored diamond
Related compounds
Related compounds
Vanillin, vanillyl alcohol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
YesY  (what is YesYN ?)
Infobox references

Vanillic acid (4-hydroxy-3-methoxybenzoic 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.

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.

Açaí oil, obtained from the fruit of the açaí palm (Euterpe oleracea), is rich in vanillic acid (1,616 ± 94 mg/kg).

It is one of the main natural phenols in argan oil.

It is also found in wine and vinegar.

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

Vanillic acid is used in the synthesis of the analeptic drug etamivan.


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