7475. Piperonal

Nomenclature

CAS number: 120-57-0
1,3-Benzodioxole-5-carboxaldehyde; 3,4-(methylenedioxy)benzaldehyde; heliotropin; piperonylaldehyde; dioxymethyleneprotocatechuic aldehyde.
C8H6O3; mol wt 150.13.
C 64.00%, H 4.03%, O 31.97%.

Description and references

Prepn: Blair, US 2916499 (1959 to Welsbach Corp.); Holum, J. Org. Chem. 26, 4814 (1961); Feugeas, Bull. Soc. Chim. Fr. 1964, 1892. Toxicity: Hagan et al., Toxicol. Appl. Pharmacol. 7, 18 (1965).

Chemical structure

Properties

Colorless, lustrous crystals, mp 37°. Heliotrope odor. bp ≈263°; bp0.5 88°. Sol in 500 parts water; freely sol in alcohol, ether. Keep in cool place protected from light. LD50 orally in rats: 2700 mg/kg (Hagan).

Use

In perfumery, in cherry and vanilla flavors, in organic syntheses.

Therapeutic Category

Has been used as pediculicide.