Question:

<div>Which of the following undergoes nucleophilic substitution exclusively by SN1 mechanism ?</div>

Updated On: Oct 10, 2023
  • Benzyl chloride
  • Ethyl chloride
  • Chlorobenzene
  • Isopropyl chloride
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The Correct Option is A

Solution and Explanation

Only the SN1 mechanism may nucleophilic substitute benzyl chloride.
This is because the positive charge on the benzyl cation is stabilised by resonance with the aromatic nucleus when the chloride ion is removed.

Therefore, the correct option is (A): Benzyl chloride

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Notes on Haloalkanes And Haloarenes

Concepts Used:

Haloalkanes and Haloarenes - Chemical Reactions

Chemical Reactions go with the breaking and bonding of covalent bonds which involve of exchange of electrons. The functional groups of Organic compounds play a consequential role in the process. Based on the above theory, reactions can be classified into five main groups:

Rearrangement Reactions are the type of reactions in which products get formed simply by the rearrangement of atoms and electrons in the reactant molecules.

O

||

NH4CNO → NH2 –C – NH2

Substitution Reactions are the reactions in which an atom or group of atoms is replaced by some other atom or group of atoms without any change in the structure of the remaining part of the molecule.

CH3Br + KOH (aqueous) → CH3OH + KBr

Addition Reactions are the reactions in which products get formed by the addition of some reagent to an unsaturated compound.

CH2 = CH2 + HCl → CH5Cl

  • Electrophilic Addition Reactions
  • Nucleophilic Addition Reactions
  • Free Radical Addition Reactions

Elimination Reactions are the reactions in which the products get formed by the loss of simple molecules like HX from the reactant molecules.

C2H5OH → C2H4

  • EN1 (Nucleophilic Elimination Unimolecular)
  • EN2 (Nucleophilic Elimination Bimolecular)

A polymerization Reaction is the union of two or more molecules of a substance that form a single molecule with higher molecular weight.

n (CH = CH2) → (-CH2 – CH2 -) n