Date of Award
Master of Arts
Dr. Don C. Iffland
Masters Thesis-Open Access
The reaction of lead tetraacetate with ketohydrazones to form azoacetates has been reported recently by Iffland, Salisbury and Schafer (13) and may be represented by the following equation:
R2C=N-NH-R' + Pb(0Ac)4 → R2C-N=N-R' + Pb(OAc)2 + HOAc OAc
Of principal interest has been the base-catalyzed decomposition of an azoacetate in a protonic solvent to give a ketone, a hydrocarbon, nitrogen and an acetate salt. The following sequence of steps has been proposed to account for these products (11).
Buu, "Study of the Stereochemistry of a Carbanion Generated from an Azoacetate" (1965). Master's Theses. 4383.