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Presented by
Dr. Neelam
Department of chemistry
Mesomeric effect
Mesomeric effect is defined as permanent effect of π-electron shifting
from multiple bond to atom or from multiple bond to single bond or from
lone pair to single bond.
CH2= CH̶ CH2= CH ̶ CH2= CH ̶ (G)
This effect mainly operates in conjugated system of double bond. So that
this effect is also known as conjugate effect. Mesomeric effect is distance
independent.
Types of Mesomeric effect
(i) –m effect
(ii) +m effect
(i) – m group (Electron withdrawing group)
A group that contains double bond or triple bond between hetero atoms
will show –m effect. Due to – m the electron density on benzene ring
is decreased particularly on ortho and para positions.
Relative order of –m group
(ii) + m group (Electron releasing group)
A group, first atom of which bears -ve charge or lone pair always shows
+m effect. Due to +m effect the electron density of benzene ring is
increased particularly on ortho and para positions.
Relative order of +m group :
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