p-Anisic acid

p-Anisic acid^[1]
Names
	Preferred IUPAC name 4-Methoxybenzoic acid
	Other names Draconic acid
Identifiers
CAS Number	100-09-4;
3D model (JSmol)	Interactive image;
Beilstein Reference	508910
ChEBI	CHEBI:40813;
ChEMBL	ChEMBL21932; sodium salt: ChEMBL1762657;
ChemSpider	10181338;
ECHA InfoCard	100.002.562
EC Number	202-818-5;
Gmelin Reference	3499
KEGG	C02519;
PubChem CID	7478;
UNII	4SB6Y7DMM3 ;
CompTox Dashboard (EPA)	DTXSID4059205 ;
	InChI InChI=1S/C8H8O3/c1-11-7-4-2-6(3-5-7)8(9)10/h2-5H,1H3,(H,9,10) Key: ZEYHEAKUIGZSGI-UHFFFAOYSA-N;
	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
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
Hazards
	GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H302, H315, H319, H335
Precautionary statements	P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P340, P305+P351+P338, P312, P330, P332+P313, P337+P313, P362, P403+P233, P405
	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^{[citation needed]}. 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.
^ "4-Methoxybenzoic acid". pubchem.ncbi.nlm.nih.gov. Retrieved 22 December 2021.

[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.

[3] "4-Methoxybenzoic acid". pubchem.ncbi.nlm.nih.gov. Retrieved 22 December 2021.

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