In which of the following reactions is Markow | vedclass

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

Question

(D) Markownikoff's rule states that in the electrophilic addition of $HX$ to an unsymmetrical alkene,the negative part of the addendum $(X^-)$ attache

Vedclass · Accepted Answer

$O_2N - CH = CH_2 \xrightarrow[CCl_4]{HBr}$

Vedclass · Answer

(D) Markownikoff's rule states that in the electrophilic addition of $HX$ to an unsymmetrical alkene,the negative part of the addendum $(X^-)$ attaches to the carbon atom with the fewer number of hydrogen atoms. This rule is based on the formation of the most stable carbocation intermediate. In the reaction of $O_2N - CH = CH_2$ with $HBr$,the $-NO_2$ group is a strong electron-withdrawing group ($-I$ and $-M$ effect). When $H^+$ attacks the terminal $CH_2$ group,it forms a carbocation at the carbon attached to the $-NO_2$ group $(CH_3 - CH^+ - NO_2)$. This carbocation is highly unstable due to the electron-withdrawing nature of the $-NO_2$ group. Consequently,the addition occurs in a way that avoids this unstable intermediate,effectively violating the standard Markownikoff's rule as the $Br^-$ attaches to the carbon with more hydrogen atoms to avoid the highly destabilized carbocation.

In which of the following reactions is Markownikoff's rule violated?

Similar Questions

Identify the major product for the following reaction:

Which of the following acids adds to propene in the presence of peroxide to give anti-Markownikoff's product?

$1-$Propanol can be prepared from propene by

Which hydrogen halide adds to propene in the presence of peroxide following the anti-Markovnikov rule?

$Ph-CH_2-CH(Br)-CH_2-CH_3 \xrightarrow{NaNH_2} (A)$
Total number of elimination products are (includes stereoisomers):

Vedclass Test Series

Exam Paper Generator

Online Exam Module