ORGANIC CHEMISTRY  LL PRINT UPGRADE
ORGANIC CHEMISTRY LL PRINT UPGRADE
4th Edition
ISBN: 9781119810643
Author: Klein
Publisher: WILEY
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Chapter 18.13, Problem 30CC
Interpretation Introduction

Interpretation:

The product of the following reaction has to be predicted –

                                     ORGANIC CHEMISTRY  LL PRINT UPGRADE, Chapter 18.13, Problem 30CC , additional homework tip  1

Concept Introduction:

  • Apart from electrophilic substitution reactions, aromatic compounds undergo another type of reactions namely Aromatic nucleophilic substitution reactions.
  • A nucleophile, unlike an electrophile is a species that is electron rich and always attracted towards electron deficient site. A nucleophile is mobile unlike electrophile.
  • In aromatic compounds the site in the ring where there is deficient of electrons is attacked by the nucleophile. A new C-Nu bond is formed where ‘Nu’ is the nucleophile and ‘C’ is aromatic ring Carbon. In this process the bond between aromatic Carbon and the substituent bonded with it is broken.
  • Let the substituent be ‘X’ that then C-X bond gets broken and  C-Nu bond is formed. The substituent ‘X’ is termed as ‘Leaving group’. A good leaving is large in size with high electron affinity that they are capable to grabbing the bond pair electron and leaving form the aromatic C atom. Halogens are known to be excellent leaving group.
  • The overall reaction can be represented as follows –

                     ORGANIC CHEMISTRY  LL PRINT UPGRADE, Chapter 18.13, Problem 30CC , additional homework tip  2

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