Which of the following is likely to undergo r | vedclass

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

Question

(D) Racemization occurs during the alkaline hydrolysis of an alkyl halide if the reaction proceeds via an $S_N1$ mechanism,which involves the formatio

Vedclass · Accepted Answer

$CH_3-CH_2-CH(Cl)-CH_3$

Vedclass · Answer

(D) Racemization occurs during the alkaline hydrolysis of an alkyl halide if the reaction proceeds via an $S_N1$ mechanism,which involves the formation of a planar carbocation intermediate. This requires the starting alkyl halide to be chiral (optically active). Among the given options,$CH_3-CH_2-CH(Cl)-CH_3$ ($2$-chlorobutane) is a chiral molecule because the carbon atom attached to the chlorine is bonded to four different groups $(-H, -Cl, -CH_3, -CH_2CH_3)$. Therefore,it can form a planar carbocation and undergo racemization.

Which of the following is likely to undergo racemization during alkaline hydrolysis?

Similar Questions

Which compounds give $\beta$-elimination reactions? What are their main products?

Which one of the following chlorohydrocarbons readily undergoes solvolysis?

Chloroform for anesthetic purposes is tested for its purity with the reagent

Which of the following chiral compounds undergoes nucleophilic substitution by $OH^-$ ions to form a racemic mixture?
$(a)$ $CH_3-CH(Br)-C_2H_5$
$(b)$ $CH_3-C(Br)(CH_3)-C_2H_5$
$(c)$ $CH_3-CH(C_2H_5)-CH_2Br$

Which among the following is $NOT$ a feature of $S_{N}2$ mechanism?

Vedclass Test Series

Exam Paper Generator

Online Exam Module