The major product obtained in the above react | vedclass

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

Question

(D) The starting material is a haloalkane containing both a $Br$ and a $Cl$ atom. $NaSH$ is a strong nucleophile. The $Br$ atom is a better leaving gr

Vedclass · Accepted Answer

Vedclass · Answer

(D) The starting material is a haloalkane containing both a $Br$ and a $Cl$ atom. $NaSH$ is a strong nucleophile. The $Br$ atom is a better leaving group than the $Cl$ atom,so $NaSH$ will selectively attack the carbon attached to $Br$ via an $S_N2$ mechanism to form a thiol $(-SH)$. After the formation of the thiol,the molecule contains both a thiol group and a chloro group. The thiol group $(-SH)$ is a strong nucleophile. In the presence of $NaOH$ (a base),the thiol is deprotonated to form a thiolate ion $(-S^-)$. This internal thiolate ion then performs an intramolecular $S_N2$ reaction by attacking the carbon attached to the $Cl$ atom,displacing the $Cl^-$ ion and forming a cyclic sulfide (a thiacycloalkane). The resulting product is a five-membered ring containing a sulfur atom,with a methyl group and an ethyl group attached to the carbons adjacent to the sulfur atom.

The major product obtained in the above reaction is

Similar Questions

Which alkyl halide has maximum density?

The major product of the following reaction,if it occurs by $S_N2$ mechanism is :

What is the correct order of reactivity of alkyl halides towards dehydrohalogenation?

$1$-chloroapocamphane is a bridgehead halide. Which of the following statements about its reactivity toward $AgNO_3$ is true?

Which of the following statements is incorrect regarding benzyl chloride?

Vedclass Test Series

Exam Paper Generator

Online Exam Module