What is the product formed when isobutylene r | vedclass

Name: Exam Paper Generator | JEE NEET Paper Generator | Vedclass
Brand: Vedclass
Rating: 5 (35 reviews)

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 $HOCl$?

Similar Questions

The reaction of $HBr$ with the following compound would produce:

The product of the following reaction is: $CH_3-C(CH_3)_2-CH=CH_2 \xrightarrow[(ii) NaBH_4]{(i) Hg(OAc)_2, H_2O}$

Which of the following compounds gives diastereomers when treated with $Br_2$ in $CCl_4$?

Identify the major product $B$ in the given sequence of reactions:
$CH_3-C \equiv CH$ $\xrightarrow{H_2 / Pd-C} A$ $\xrightarrow{(C_6H_5CO)_2O_2 / HBr} B$

Addition of bromine on propene in the presence of brine yields a mixture of :

Vedclass Test Series

Exam Paper Generator

Online Exam Module