p-Anisic acid

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
CAS Number	100-09-4;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:40813;
ChEMBL	ChEMBL21932; ChEMBL1762657;
ChemSpider	10181338;
ECHA InfoCard	100.002.562
PubChem CID	7478;
UNII	4SB6Y7DMM3 ;
CompTox Dashboard (EPA)	DTXSID4059205 ;
	SMILES O=C(O)C1=CC=C(OC)C=C1;
Properties
Chemical formula	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)
Solubility in water	1 part per 2500
Structure[2]
Crystal structure	monoclinic
Space group	P21/a
Lattice constant	a = 16.98 Å, b = 10.95 Å, c = 3.98 Å α = 90°, β = 98.7°, γ = 90°
Formula units (Z)	4
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
	Infobox references

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 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.

References

Merck Index, 11th Edition, 696
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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[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.