3246. Dimethylglyoxime

Nomenclature

CAS number: 95-45-4; 17117-97-4 (2E,3E-form)
2,3-butanedione 2,3-dioxime; diacetyldioxime; Chugaev's reagent.
C4H8N2O2; mol wt 116.12.
C 41.37%, H 6.94%, N 24.12%, O 27.56%.

Description and references

Prepn: Semon, Damerell, Org. Synth. coll. vol. II, 204 (1943). Manuf: Kamlet, US 2732404 (1956 to National Distillers Product Corp.). Crystal structure: Anal. Chem. 21, 1428 (1949); Merritt, Lanterman, Acta Crystallogr. 5, 811 (1952).

Chemical structure

Properties

Triclinic crystals from alc + water, mp 238-240°, also reported as melting 242° and 246°. Practically insol in water. Sol in alc, ether, pyridine, acetone.

Use

Ni-specific complexing reagent for its detection, determn, and separation from Co and many other metals. Forms a scarlet red ppt with Ni even in dil solns. Determn and separation of Pd from Sn, Au, Rh, and Ir. Detection of Bi with which it forms a bright yellow color and ppt.