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.

p-Anisic acid[1]
Skeletal formula of p-anisic acid
Ball-and-stick model of the p-anisic acid molecule
Names
IUPAC name
4-Methoxybenzoic acid
Other names
Draconic acid
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.002.562
UNII
Properties
C8H8O3
Molar mass 152.149 g·mol−1
Density 1.385 g/cm3
Melting point 184 °C (363 °F; 457 K) (sublimation)
Boiling point 275 to 280 °C (527 to 536 °F; 548 to 553 K)
1 part per 2500
Structure[2]
monoclinic
P21/a
a = 16.98 Å, b = 10.95 Å, c = 3.98 Å
α = 90°, β = 98.7°, γ = 90°
4
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Synthesis and occurrence

p-Anisic acid is found naturally in anise. It is generally obtained by the oxidation of anethole or p-methoxyacetophenone.

Uses

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

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References
  1. Merck Index, 11th Edition, 696
  2. 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: 1311. doi:10.1039/j29670001311. ISSN 0045-6470.
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