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(A) The reaction of an ether with excess $HI$ at high temperature involves the cleavage of the $C-O$ bond.In this case,the ether is $Cyclohexyl-O-C(CH

Vedclass · Accepted Answer

$	ext{Cyclohexanol} + 	ext{2-iodo-2-methylpropane}$

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(A) The reaction of an ether with excess $HI$ at high temperature involves the cleavage of the $C-O$ bond.In this case,the ether is $Cyclohexyl-O-C(CH_3)_3$.$1$. The oxygen atom is protonated by $HI$ to form an oxonium ion: $Cyclohexyl-O^+(H)-C(CH_3)_3$.$2$. The $C-O$ bond cleavage occurs to form the most stable carbocation. The $tert-butyl$ group forms a stable $tert-butyl$ carbocation $(CH_3)_3C^+$,while the cyclohexyl group is less stable as a carbocation.$3$. Therefore,the $C-O$ bond between the oxygen and the $tert-butyl$ group breaks,leading to the formation of $tert-butyl$ iodide $(CH_3)_3CI$ and cyclohexanol $(C_6H_{11}OH)$.$4$. Since $HI$ is in excess,the reaction proceeds to completion,and the final products are $tert-butyl$ iodide and cyclohexanol.

Predict the major products for the following reaction:
$\text{Cyclohexyl-O-C(CH}_3)_3 \xrightarrow{HI \text{ (excess)}, \Delta} ?$

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Give the major products that are formed by heating each of the following ethers with $HI$.
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Predict the major products for the following reaction:$\text{Cyclohexyl-O-C(CH}_3)_3 \xrightarrow{HI \text{ (excess)}, \Delta} ?$