$C l - C H | C l - C H_{2} - C O O H$
$F - {C H}_{2} {C H}_{2} C O O H$
$F - {C H}_{2} - C O O H$
$B r - {C H}_{2} - {C H}_{2} - C O O H$
Arrange in the order of decreasing $p K_{b}$ .

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Solution

Acidic strength $\propto$ -I effect
$- F > - C l > - B r (- I e f f e c t)$
(R) $F - {C H}_{2} - C O O H$
-I effects isomers as it is distance dependent effect.
(Most acidic)
(Q) This is having 2 Cl
So more -I effect
(More acidic)
(P) $F - {C H}_{2} {C H}_{2} C O O H$
More -I effect due to F
(More acidic)
(S) $B r - {C H}_{2} - {C H}_{2} - C O O H$
Br having low -I effect
(low acidic).

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p K_{b}

F - C H_{2} C H_{2} C O O H

C l - C H | C l - C H_{2} - C O O H

F - C H_{2} - C O O H

B r - C H_{2} - C H_{2} - C O O H

C H_{3} - C H_{2} - \oplus C H_{2}

C H_{3} - C H | F - \oplus C H_{2}

C H_{3} - C H | B r - \oplus C H_{2}

C H_{3} - C H | C l - \oplus C H_{2}

(A) C H_{3} - C H_{2} - C | C O O H H - - C H - C H_{3}

(B) C H_{3} - C | C O O H H - C H_{2} - - C H - C H_{3}

(C) C | C O O H H_{2} - C H_{2} - C H_{2} - - C H - C H_{3}

C H_{3} - C H_{2} - C H | C O O H - C H_{2} - C l | C H - C H_{2} - C H_{3}

Arrange in the order of decreasing $p K_{b}$

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