3470. Duroquinone

Nomenclature

CAS number: 527-17-3
2,3,5,6-Tetramethyl-2,5-cyclohexadiene-1,4-dione; tetramethyl-p-benzoquinone.
C10H12O2; mol wt 164.20.
C 73.15%, H 7.37%, O 19.49%.

Description and references

Prepn by reduction of dinitrodurene: Smith, Org. Synth. vol. 10, 40 (1930); Smith, Dobrovolny, J. Am. Chem. Soc. 48, 1420 (1926); by condensation of 2,3-diketopentane with itself in presence of alkalies: von Pechmann, Ber. 21, 1420 (1888); by the action of alkalies on 3,3-dichloropentan-2-one: Faworsky, J. Prakt. Chem. [2] 51, 538 (1895).

Chemical structure

Properties

Yellow needles from alc, mp 111-112°. Sublimes. Volatile with steam. Insol in water; sol in alcohol, benzene, ether, hot petr ether.