Chemistry:P-Anisic acid

p-Anisic acid

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
EC Number	202-818-5
Gmelin Reference	3499
KEGG	C02519
PubChem CID	7478
UNII	4SB6Y7DMM3 Y
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
Acidity (pKa)	4.47
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 pictograms
GHS Signal word	Warning
GHS hazard statements	H302, H315, H319, H335
GHS precautionary statements	P261, P264, P270, P271, P280, P301+312, P302+352, P304+340, P305+351+338, P312, P330, P332+313, P337+313, P362, P403+233, P405
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Tracking categories (test):

• PairSizeSet

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.