3063. 2,3-Dichloro-5,6-dicyanobenzoquinone

Nomenclature

CAS number: 84-58-2
4,5-Dichloro-3,6-dioxo-1,4-cyclohexadiene-1,2-dicarbonitrile; DDQ.
C8Cl2N2O2; mol wt 227.00.
C 42.33%, Cl 31.24%, N 12.34%, O 14.10%.

Description and references

Prepn: Thiele, Günther, Ann. 349, 45 (1906); Walker, Waugh, J. Org. Chem. 30, 3240 (1965).

Chemical structure

Properties

Yellow to orange crystals, mp 213.5-215°. Dec in water. Sol in benzene, dioxane, acetic acid. Slightly sol in chloroform, methylene chloride.

Use

Oxidizing agent, especially in steroid synthesis.