The product (C) in the above reaction is: | vedclass

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Question

(A) The starting material is tropine (a bicyclic amine with a hydroxyl group). $1$. Treatment with conc. $H_2SO_4$ causes dehydration of the alcohol t

Vedclass · Accepted Answer

Cyclohepta$-1,3-$diene

Vedclass · Answer

(A) The starting material is tropine (a bicyclic amine with a hydroxyl group). $1$. Treatment with conc. $H_2SO_4$ causes dehydration of the alcohol to form the alkene,tropidine $(A)$. $2$. Tropidine undergoes Hoffmann exhaustive methylation: $(i)$ Reaction with $MeI$ forms the quaternary ammonium salt. (ii) Reaction with $AgOH$ replaces $I^-$ with $OH^-$. (iii) Heating $(\Delta)$ causes elimination to form the diene,cyclohepta$-1,3-$diene $(B)$. $3$. Repeating the Hoffmann exhaustive methylation on the remaining amine moiety (if applicable) or further elimination leads to the final product. However,based on the standard reaction sequence for tropine,the final product $(C)$ is cyclohepta$-1,3-$diene.

The product $(C)$ in the above reaction is:

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