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CLASS

Aryl Halide
SNAr, SNi &
SNNGP Reaction

Lokesh Choudhary
Lokesh Choudhary
IISER BHOPAL
Top Kota Faculty
Mentored Top Rankers JEE/NEET
AIR-42 (CSIR NET/JRF)
Researcher, R&D Shell

7+ years of experience
Bratin Mondal Amaiya Singhal

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Comparison of SN2 & SN1 Reactions
Comparison of SN2 & SN1 Reactions
Comparison of SN2 & SN1 Reactions
Comparison of SN2 & SN1 Reactions
Comparison of SN2 & SN1 Reactions
Comparison of SN2 & SN1 Reactions
SNAr: Nucleophilic Aromatic Substitution

This is the characteristic reaction of aryl halides with ortho or para electron withdrawing
substituent.
SNAr: Nucleophilic Aromatic Substitution

Cl

OH-
SNAr: Nucleophilic Aromatic Substitution
Mechanism for SNAr
Important Points for SNAr
Important Points for SNAr
Important Points for SNAr
Important Points for SNAr

The electron-withdrawing substituent must be ortho or para to the site of


nucleophilic attack
Important Points for SNAr

The incoming nucleophile must be a stronger base than the substituent that is being
replaced, because the weaker of the two bases will be the one eliminated from the
intermediate.
Important Points for SNAr
Write the correct reactivity order with NaOH for the following compounds.
Which of the following compound gives fastest SN2Ar reaction ?

A. B. C. D.
Which of the following reaction is SN2Ar reaction ?

A. B.

C. D.
Give the products in following reaction

A. B.
SN i Reaction (Darzen’s process)

In the SNi mechanism (substitution nucleophilic internal), a part of the leaving


group must be able to attack the substrate.
SN i Reaction
Mechanism
SN i Reaction
Mechanism
SN NGP Reaction
SN NGP Reaction

1. Intramolecular attack of nucleophile.

2. Presence of nucleophile and leaving group within a molecule.

3. Nucleophile & Leaving group should be opposite side


SN NGP Reaction
SN NGP Reaction
SN NGP Reaction
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