P-Anisic acid

p-Anisic acid[1]
Skeletal formula of p-anisic acid
Ball-and-stick model of the p-anisic acid molecule
Names
Preferred IUPAC name
4-Methoxybenzoic acid
Other names
Draconic acid
Identifiers
3D model (JSmol)
508910
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.002.562 Edit this at Wikidata
EC Number
  • 202-818-5
3499
KEGG
UNII
  • 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
  • O=C(O)C1=CC=C(OC)C=C1
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
Acidity (pKa) 4.47[2]
Structure[3]
monoclinic
P21/a
a = 16.98 Å, b = 10.95 Å, c = 3.98 Å
α = 90°, β = 98.7°, γ = 90°
4
Hazards
GHS labelling:[4]
GHS07: Exclamation mark
Warning
H302, H315, H319, H335
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).

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.[1] It is a white crystalline solid which is insoluble in water, highly soluble in alcohols, and soluble in ether and ethyl acetate.[1]

  1. ^ a b c Merck Index, 11th Edition, 696
  2. ^ Braude, E. A.; Nachod, F. C., eds. (1955). Determination of Organic Structure by Physical Methods. Academic Press. ISBN 9781483275727.
  3. ^ 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: 1311–1316. doi:10.1039/j29670001311. ISSN 0045-6470.
  4. ^ "4-Methoxybenzoic acid". pubchem.ncbi.nlm.nih.gov. Retrieved 22 December 2021.