Consider the acidity of the carboxylic acids (i) PhCOOH (ii) o - NO2C6H4COOH (iii) p - NO2C6H4COOH (iv) m - NO2C6H4COOH Which of the following order is correct ?

Question

Consider the acidity of the carboxylic acids (i) PhCOOH (ii) o - NO2C6H4COOH (iii) p - NO2C6H4COOH (iv) m - NO2C6H4COOH Which of the following order is correct ? (A) (i) > (ii) > (iii) > (iv) (B) (ii) > (iv) > (iii) > (i) (C) (ii) > (iv) > (iii) > (v) (D) (ii) > (iii) > (iv) > (i)

Tardigrade Admin · Accepted Answer

—NO2 group at any position shows electron withdrawing effect, thus acid strength is increased. But o-nitro benzoate ion is stabilised by intramolecular H-bonding like forces, hence its acid strength is maximum. Thus, the order of acid strength is (II) > (III) > (IV) > (I).

Q. Consider the acidity of the carboxylic acids
(i) $P h COO H$
(ii) $o$ - $N O_{2} C_{6} H_{4} COO H$
(iii) $p$ - $N O_{2} C_{6} H_{4} COO H$
(iv) $m$ - $N O_{2} C_{6} H_{4} COO H$
Which of the following order is correct ?

(i) $>$ (ii) $>$ (iii) $>$ (iv)

(ii) $>$ (iv) $>$ (iii) $>$ (i)

(ii) $>$ (iv) $>$ (iii) $>$ (v)

(ii) $>$ (iii) $>$ (iv) $>$ (i)

$— N O_{2}$ group at any position shows electron withdrawing effect, thus acid strength is increased. But $o$ -nitro benzoate ion is stabilised by intramolecular $H$ -bonding like forces, hence its acid strength is maximum.
Thus, the order of acid strength is $(II) > (III) > (I V) > (I)$ .

Q. Consider the acidity of the carboxylic acids (i) PhCOOH (ii) o - NO2​C6​H4​COOH (iii) p - NO2​C6​H4​COOH (iv) m - NO2​C6​H4​COOH Which of the following order is correct ?

(i) > (ii) > (iii) > (iv)

(ii) > (iv) > (iii) > (i)

(ii) > (iv) > (iii) > (v)

(ii) > (iii) > (iv) > (i)