8156. β-Resorcylaldehyde

Nomenclature

CAS number: 95-01-2
2,4-Dihydroxybenzaldehyde; 2,4-dihydroxybenzenecarbonal.
C7H6O3; mol wt 138.12.
C 60.87%, H 4.38%, O 34.75%.

Description and references

Prepd by saturating with HCl a soln of resorcinol and anhydr hydrocyanic acid in abs ether and boiling the precipitated resorcylaldimide-HCl with water: Gattermann, K"obner, Ber. 32, 278 (1899); DE 106508; Chem. Zentralbl. 1900, I, 742. By adding POCl3 to a soln of resorcinol and formanilide in ether, then boiling with dil NaOH, acidifying with H2SO4 and extracting with ether: Dimrath, Z"oppritz, Ber. 35, 995 (1902); by passing HCl into a mixture of resorcinol, ether, anhydr zinc chloride and cyanogen bromide, then boiling the precipitate with water: Karrer, Helv. Chim. Acta 2, 92 (1919).

Chemical structure

Properties

Needles from water or ether + ligroin. mp 135-136°. bp22 226°. Freely sol in water, alcohol, ether, chloroform, glacial acetic acid. Difficultly sol in cold benzene. β-Resorcylaldehyde is easily dec by acids and alkalies. Prolonged exposure to moist air converts it to a brown, amorphous powder which is insol in ether.