Solveeit Logo

Question

Chemistry Question on Reaction Mechanisms & Synthesis

Given below are two statements:
Statement (I) : SN_N2 reactions are 'stereospecific', indicating that they result in the formation only one stereo-isomers as the product.
Statement (II) : SN_N1 reactions generally result in formation of product as racemic mixtures.
In the light of the above statements, choose the correct answer from the options given below :

A

Statement I is true but Statement II is false

B

Statement I is false but Statement II is true

C

Both Statement I and Statement II is true

D

Both Statement I and Statement II is false

Answer

Both Statement I and Statement II is true

Explanation

Solution

SN2_\text{N}2 reactions are stereospecific and proceed via a backside attack, resulting in the inversion of configuration at the chiral center.
SN1_\text{N}1 reactions occur via a carbocation intermediate, which is planar. As a result, nucleophiles can attack from either side, leading to a racemic mixture of products.
Thus:
SN2Inversion (stereospecific),SN1Racemization.\text{S$_\text{N}2$} \rightarrow \text{Inversion (stereospecific)}, \quad \text{S$_\text{N}1$} \rightarrow \text{Racemization}.
Both statements are correct.