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(A) The reaction involves the acid-catalyzed dehydration of an alcohol. The starting material is cyclopentadienylmethanol. Upon treatment with $H^{\op

Vedclass · Accepted Answer

Cyclopentadiene with a methylene group $(=CH_2)$

Vedclass · Answer

(A) The reaction involves the acid-catalyzed dehydration of an alcohol. The starting material is cyclopentadienylmethanol. Upon treatment with $H^{\oplus}$ and heat,the hydroxyl group is protonated to form a good leaving group $(-OH_2^+)$. Loss of water generates a carbocation at the exocyclic carbon. This carbocation is highly stabilized by resonance with the cyclopentadiene ring,leading to the formation of a fulvene derivative or,through rearrangement/isomerization,potentially leading to more stable aromatic or conjugated systems. However,in the context of standard textbook problems of this type,the dehydration of this specific allylic alcohol typically leads to the formation of the exocyclic double bond product,which is methylenecyclopentadiene.

Product $(A)$ is

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