7477. Piperonylic Acid

Nomenclature

CAS number: 94-53-1
1,3-Benzodioxole-5-carboxylic acid; 3,4-methylenedioxybenzoic acid; protocatechuic acid methylene ether.
C8H6O4; mol wt 166.13.
C 57.84%, H 3.64%, O 38.52%.

Description and references

Occurs in Paracoto bark. Prepd by permanganate oxidation of piperonal: Shriner, Kleiderer, Org. Synth. 10, 82 (1930).

Chemical structure

Properties

Prisms (by sublimation), needles from alc, feathery crystals from water. mp 229°. Sublimes around 210°. Slightly sol in water, chloroform, cold alcohol, ether. Absorption spectrum: Dobbie, Lauder, J. Chem. Soc. 83, 621 (1903).

Derivative

Methyl ester.
C9H8O4; mol wt 180.16.
C 60.00%, H 4.48%, O 35.52%.

Properties

mp 53°. Sublimes easily. Volatile in steam. Freely sol in alcohol, ether.