Abstract
Hydrolysis and acetolysis of 8-bromo-1-hydroxydi-isophor-2(7)-en-3-one yields both epimeric forms of the corresponding 4-hydroxy and 4-acetoxy-compounds, probably by a mechanism involving a bimolecular (SN2″) displacement. The action of excess of hydrazine on the same reactant occurs with evolution of ammonia, to produce good yields of 4-hydrazono-1-hydroxydi-isophor-2(7)-en-3-one. This is convertible into N- and O-acyl derivatives, but its 3-oxo-group fails to raact with the usual ketonic reagents. Instead, its 4-hydrazono-group is displaced by substituted hydrazines and semicarbazides in an exchange process (transhydrazination).
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