Acidic strength is directly proportional to -I effect and inversion-ally proportional to +I effect.
Example:
a. H3C-CH2-COOH
> (CH3)2-CH-COOH > (CH3)3-C-COOH
+I Effect
increases
========================================>
So, acidic
strength decreases
b. Cl3C-CH2-COOH > Cl2HC-CH-COOH > ClH2C-C-COOH
-I Effect decreases
=========================================>
So, acidic strength decreases
========================================>
=========================================>
c. CH3-CH2-CHF-COOH >
CH3-CHF-CH2-COOH
> F-(CH2)3-COOH
Distance of Fluorine atom increases so,
-I Effect decreases
==========================================>
That’s why acidic strength
decreases
d. COOH-COOH >
COOH-CH2-COOH
> COOH-CH2-CH2-COOH
{Oxalic acid} {Malonic acid} {Succinic acid}
==========================================>
+I Effect increases so, acidic
strength decreases
==========================================>
==========================================>
e. CH3-(CH2)2-COOH <
CH2=CH-CH3-COOH
< CH≡C-CH2-COOH
===================================================>
-I Effect increases
S-Character increases
So, EN increases
So, -ve charge decreases
That’s
why stability increases
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