3225. 2,6-Dimethoxyquinone

Nomenclature

CAS number: 530-55-2
2,6-Dimethoxy-2,5-cyclohexadiene-1,4-dione; 2,6-dimethoxybenzoquinone.
C8H8O4; mol wt 168.15.
C 57.14%, H 4.80%, O 38.06%.

Description and references

Obtained from pyrogallol-1,3-dimethyl ether-2-acetate upon oxidation with potassium dichromate: Hofmann, Ber. 11, 337 (1878); or by heating with nitric acid in alc soln: Graebe, Hess, Ann. 340, 237 (1905); by treating pyrogallol trimethyl ether with nitric acid: Will, Ber. 21, 608 (1888); from syringa acid: Graebe, Martz, ibid. 221; from sinapic acid: Gadamer, Ber. 30, 2333 (1897); from antiarole by oxidation with ferric chloride: Baker, J. Chem. Soc. 1928, 1029.

Chemical structure

Properties

Monoclinic golden-yellow prisms from acetic acid, mp 256°. Sublimes easily. Volatile with steam. Slightly sol in hot water, in ether, in alcohol; freely sol in hot glacial acetic acid and in alkaline solns.