A synthesis of tropone (cycloheptatrienone) entails treating 1-methoxy-1,3,5-eyc
ID: 903916 • Letter: A
Question
A synthesis of tropone (cycloheptatrienone) entails treating 1-methoxy-1,3,5-eyclophcptatriene with bromine. A salt is produced that yields tropone on treatment with aqueous NaHCO_3. What is a likely structure for the salt? Write a mechanism for its formation and for the formation of tropone on hydrolysis. The optically active dichlorophenylcyclobutenone 3-A undergoes racemlzation in acetic acid at 100 degree C. Suggest an experiment to determine if the enol (a hydroxycyclobutadiene) is an intermediate. Predict whether or not the following structure would show strong delocalizationExplanation / Answer
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