5190. Isonitrosoacetone

Nomenclature

CAS number: 306-44-5
2-Oxopropanal 1-oxime; pyruvaldoxime; propanone 1-oxime.
C3H5NO2; mol wt 87.08.
C 41.38%, H 5.79%, N 16.08%, O 36.75%.

Description and references

Prepd from acetone by treatment with sodium nitrite in acetic acid at 0°: Küster, Z. Physiol. Chem. 155, 174 (1926); by the action of methyl nitrite on acetone in ether in the presence of HCl: Slater, J. Chem. Soc. 117, 589 (1920).

Chemical structure

Properties

Leaflets from ether + petr ether or from carbon tetrachloride, mp 69°. Sublimes easily forming shiny needles. Volatile with steam. Freely sol in water, ether. Moderately sol in warm chloroform, benzene, carbon tetrachloride. Practically insol in petr ether. Sol in alkalies forming yellow solns. Faintly acid to litmus. pK (25°) 8.39.