Tropone

The related compound tropolone (2-hydroxy-2,4,6-cycloheptatrien-1-one) has an additional alcohol (or an enol including the double bond) group next to the ketone.

In an extreme case, the carbon atom has a full positive charge (B) forming a tropylium ion ring which is an aromatic 6 electron system (C).

Two selected methods for the synthesis of tropone are by selenium dioxide oxidation of cycloheptatriene[4] and indirectly from tropinone by a Hofmann elimination and a bromination.

[2] Tropone undergoes ring contraction to benzoic acid with potassium hydroxide at elevated temperature.

[6] Other tropone derivatives include puberulonic and puberulic acids, roseobacticides, pernambucone, crototropone, orobanone.

Structure of tropone
Structure of tropone
Space-filling model of tropone
Space-filling model of tropone
Tropone structures
Tropone structures
Tropone synthesis
Tropone synthesis