
Interpretation:
How to convert tropidene in to tropilidene (1,3,5-cycloheptatriene) is to be shown.
Concept introduction:
Two successive Hofmann elimination reactions of with quarternary ammonium salt of tropidene will yield tropilidene.
To show:
How to convert tropidene in to tropilidene (1,3,5-cycloheptatriene).
Answer:
The conversion of tropidene in to tropilidene (1,3,5-cycloheptatriene) is given below.
Explanation:
Tropidene when treated with excess of methyl iodide yields a quartenary ammonium salt which undergoes Hofmann elimination when heated with Ag2O and water to produce N,N-dimethylcycloheptadiene. Methylation of the diene with excess of methyl iodide yields another quartenary ammonium salt which undergoes Hofmann elimination reaction to yield tropilidene.
Conclusion:
The conversion of tropidene in to tropilidene (1,3,5-cycloheptatriene) is given below.

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Chapter 24 Solutions
Organic Chemistry
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