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JEE Main 202430 JanuaryEvening Shift
Exam
JEE Main
Year
2024
Date
30 January
Shift
Evening Shift
Subject
Chemistry
Chapter
Haloalkanes and Haloarenes

JEE Main 2024 · 30 January · Evening Shift · Chemistry · Haloalkanes and Haloarenes

Given below are two statements: Statement - I: High concentration...

Given below are two statements:
Statement - I: High concentration of strong nucleophilic reagent with secondary alkyl halides which do not have bulky substituents will follow SN2{S}_{N}2 mechanism.
Statement - II: A secondary alkyl halide when treated with a large excess of ethanol follows SN1{S}_{N}1 mechanism.
In the the light of the above statements, choose the most appropriate from the questions given below:

Options

  1. AStatement I is true but Statement II is false.
  2. BStatement I is false but Statement II is true.
  3. CBoth statement I and Statement II are false.
  4. DBoth statement I and Statement II are true.

Correct answer

D. Both statement I and Statement II are true.

Step-by-step solution

Statement - I: Rate of SN2∝[R−X][Nu−]<br/>{S}_{N}2 ∝ [ R - X ] \left[{Nu}^{-}\right]<br/>{S}_{N}2 reaction isfavouredbyhighconcentrationofnucleophile(Nu−) and lesscrowdinginthesubstratemolecule.is favoured by high concentration of nucleophile \left({Nu}^{-}\right)\text{ and } less crowding in the substrate molecule.

SN2{S}_{N}2 Reaction Mechanism

This reaction proceeds through a backside attack by the nucleophile on the substrate. The nucleophile approaches the given substrate at an angle of 180°{180}^{°} to the carbon-leaving group bond. The carbon-nucleophile bond forms and carbon-leaving group bond breaks simultaneously through a transition state.</p><p>Now,theleavinggroupispushedoutofthetransitionstateontheoppositesideofthecarbon−nucleophilebond,formingtherequiredproduct.Itisimportanttonotethatthe <em>productisformedwithaninversionofthetetrahedralgeometryattheatominthecentre.</em></p><p>Statement−II:Solvolysisfollows</p><p>Now, the leaving group is pushed out of the transition state on the opposite side of the carbon-nucleophile bond, forming the required product. It is important to note that the <em>product is formed with an inversion of the tetrahedral geometry at the atom in the centre.</em></p><p>Statement - II: Solvolysis follows{S}_{N}1path.path.

he SN1{S}_{N}1 reaction is a nucleophilic substitution reaction where the rate-determining step is unimolecular. It is a type of organic substitution reaction. SN1{S}_{N}1 stands for substitution nucleophilic unimolecular. Thus, the rate equation (which states that the SN1{S}_{N}1 reaction is dependent on the electrophile but not on the nucleophile) holds in situations where the amount of the nucleophile is far greater than the amount of the carbocation intermediate.</p><p>Thisreactioninvolvestheformationofacarbocationintermediate.Itisgenerallyseeninthereactionsoftertiaryorsecondaryalkylhalideswithsecondaryortertiaryalcoholsunderstronglyacidicorstronglybasicconditions.The</p><p>This reaction involves the formation of a carbocation intermediate. It is generally seen in the reactions of tertiary or secondary alkyl halides with secondary or tertiary alcohols under strongly acidic or strongly basic conditions. The{S}_{N}1reactionisoftenreferredtoasthedissociativemechanismininorganicchemistry.reaction is often referred to as the dissociative mechanism in inorganic chemistry.

Both are correct statements.

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