Which of the following compounds gives the sa | vedclass

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

Question

(A) For a compound to give the same product in both $S_N1$ and $S_N2$ reactions,the carbocation formed in $S_N1$ must be symmetric or lead to the same

Vedclass · Accepted Answer

$3-$chlorocyclohex$-1-$ene

Vedclass · Answer

(A) For a compound to give the same product in both $S_N1$ and $S_N2$ reactions,the carbocation formed in $S_N1$ must be symmetric or lead to the same product as the $S_N2$ inversion.In $3$-chlorocyclohex-$1$-ene,the $S_N1$ mechanism involves the formation of a resonance-stabilized allylic carbocation. The positive charge can be delocalized between $C_1$ and $C_3$ positions. Nucleophilic attack can occur at either position,leading to a mixture of products.However,in $3$-chlorocyclohex-$1$-ene,the structure is such that the allylic carbocation formed is symmetric with respect to the double bond position,or the substitution leads to the same product due to the resonance stabilization of the allylic cation. Specifically,the $3$-chlorocyclohex-$1$-ene molecule allows for the nucleophile to attack the allylic position,and due to the symmetry of the resonance structures,the product is the same.

Which of the following compounds gives the same $S_N1$ and $S_N2$ product?

Similar Questions

Consider the following reaction:
(Cyclohexyl)methyl chloride + $CH_3ONa$ $\rightarrow$ $1-$(methoxymethyl)cyclohex$-1-$ene.
The mechanism of the reaction will be:

What product is obtained when alkyl halides react with metallic sodium in the presence of dry ether?

What type of hybridisation is present in the carbocation formed during the alkaline hydrolysis of $1-$bromo$-1-$phenylethane?

Which of the following reactions will give Hoffmann alkene as a major product?

Arrange the following compounds in order of increasing $S_N1$ reaction rate:
$(i)$ $Ph-C(CH_3)_2-Br$
(ii) $CH_3-CH_2-CH(CH_3)-Br$
(iii) $(CH_3)_3C-Br$
(iv) $CH_3-CH_2-CH(CH_3)-Cl$

Vedclass Test Series

Exam Paper Generator

Online Exam Module