What is the product formed when isobutylene r | vedclass

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Question

(A) The reaction of isobutylene $(CH_3)_2C=CH_2$ with $HOCl$ (hypochlorous acid) is an electrophilic addition reaction. $HOCl$ dissociates into $OH^-$

Vedclass · Accepted Answer

$(CH_3)_2C(OH)CH_2Cl$

Vedclass · Answer

(A) The reaction of isobutylene $(CH_3)_2C=CH_2$ with $HOCl$ (hypochlorous acid) is an electrophilic addition reaction. $HOCl$ dissociates into $OH^-$ and $Cl^+$. The electrophile $Cl^+$ attacks the double bond to form a more stable carbocation. In isobutylene,the tertiary carbocation $(CH_3)_2C^+-CH_2Cl$ is more stable than the primary one. Then,the nucleophile $OH^-$ attacks the tertiary carbocation to form the final product,$1$-chloro-$2$-methylpropan-$2$-ol,which is $(CH_3)_2C(OH)CH_2Cl$.

What is the product formed when isobutylene reacts with $HOCl$?

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