Inductive Effect or I Effect
Inductive Effect ( I-Effect )
Partial displacement of sigma
electrons (σ- e-s) towards more electronegative
atom is called Inductive effect or I-effect.
Inductive effect is a permanent
effect.
Standard
1. I-effect of C-H bond is
considered as ZERO
2. C-Z bond (Where: Z is any
atom/group)
a) If ZEN > CEN then-
C+δ--->----Z-δ {Z gets –δ so –I effect of Z}
b) If ZEN < CEN then-
C-δ---<----Z+δ {Z gets +δ so +I effect of Z}
Example:
CH3+δ--->---Cl-δ
{Cl gets –δ so –I effect of Cl}
CH3+δ--->---OH-δ
{OH gets –δ so –I effect of OH}
CH3-->--CH=O {Electron withdrawing effect or –I effect of –CH=O (-CH3 :-Sp3 & CH=O :-SP2)}
Special point-1
*EN
order of hybridized carbons
SP3
C {EN Value: 2.5} < SP2 C {EN Value: 2.75} < SP C {EN Value: 3.25} [SP C: ≈50% S Character]
Example:
1.
CH3-->--C≡N {-I effect of -C≡N (-CH3 :- Sp3C &
-C≡N :- Sp C)}
Note: {Order of
EN :- C+ > C > C-}
2.
CH3-->--NH2
3.
CH3-->>--N+H3
Note: {-I effect of –N+H3 > -NH2}
Note: {-I effect of –N+H3 > -NH2}
*Order
of -I effect or electron withdrawing effect
-O+R3 >
-N+R3
> –N+H3 > NO2
> -C≡N > -COOH
> -CHO >
Halogens > -OH
> -NH2 > -Ph >
-H { -N+R3 > –N+H3 solvation effect}
*Order
of +I effect or electron releasing effect
-O- >
-COO- > -C(CH3)3 >
-CH(CH3)2
> -CH2-CH3 >
-H
{C-->--OH
& C--<--O-}
*Partial
displacement of sigma electron (σ- e-s) is called I-effect so, it depends on distance.
I-effect decreasing as distance
increasing
CH3-->--CH2-->>--CH2-->>>--Cl
+δ3 +δ2 +δ1 -δ {Ʃ +δ = -δ}
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