75. Acetoxime

Nomenclature

CAS number: 127-06-0
2-Propanone oxime; acetone oxime; β-isonitrosopropane.
C3H7NO; mol wt 73.09.
C 49.30%, H 9.65%, N 19.16%, O 21.89%.

Description and references

Prepd by shaking an aqueous soln of hydroxylamine with acetone and extracting with ether: W. L. Semon, Org. Synth. coll. vol. I, 318 (2nd ed., 1941). Ionization constants: C. V. King, A. P. Marion, J. Am. Chem. Soc. 66, 977 (1944).

Chemical structure

Properties

Columnar prisms. Volatilizes quickly in air. Odor resembling that of chloral hydrate. d462 0.9113. mp 60°. bp728 134.8°. Neutral reaction. pK (24.9°): 12.42. uv spectrum: Hartley, Dobbie, J. Chem. Soc. 77, 326 (1900). Freely soluble in water, alcohol, ether, petr ether. Can be extracted with ether from neutral water solns, but not from alkaline or acidic solns.