Identify the structure of the product formed | vedclass

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Question

(B) The reaction involves the intramolecular nucleophilic substitution of $4-$chloro$-4-$methylpentan$-1-$ol.In a neutral polar medium,the $Cl^-$ ion

Vedclass · Accepted Answer

$2,2-$dimethyltetrahydrofuran

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(B) The reaction involves the intramolecular nucleophilic substitution of $4-$chloro$-4-$methylpentan$-1-$ol.In a neutral polar medium,the $Cl^-$ ion leaves,forming a tertiary carbocation at the $C-4$ position: $(CH_3)_2C^+(CH_2)_3OH$.The lone pair on the oxygen atom of the hydroxyl group $(-OH)$ acts as an internal nucleophile and attacks the electrophilic tertiary carbocation.This leads to the formation of a five-membered ring containing an oxygen atom (tetrahydrofuran derivative).Specifically,the oxygen attacks the $C-4$ carbon,and after the loss of a proton $(H^+)$,the product formed is $2,2-$dimethyltetrahydrofuran.

Identify the structure of the product formed in the following reaction of $4-$chloro$-4-$methylpentan$-1-$ol in a neutral polar medium:
$(CH_3)_2C(Cl)CH_2CH_2CH_2OH \to HCl + C_6H_{12}O$

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Identify the structure of the product formed in the following reaction of $4-$chloro$-4-$methylpentan$-1-$ol in a neutral polar medium:$(CH_3)_2C(Cl)CH_2CH_2CH_2OH \to HCl + C_6H_{12}O$