Consider the following compounds 1. Phenol 2. o-chlorophenol 3. m-chlorophenol 4. p-chlorophenol Place these compounds in the decreasing order of acidity

Question

Consider the following compounds 1. Phenol 2. o-chlorophenol 3. m-chlorophenol 4. p-chlorophenol Place these compounds in the decreasing order of acidity (A) 1 > 2 > 3 > 4 (B) 2 > 3 > 4 > 1 (C) 3 > 4 > 1 > 2 (D) 2 > 3 > 1 > 4

Tardigrade Admin · Accepted Answer

Although Cl is electron donating by resonance, yet its electron withdrawing acid-strengthening inductive effect (that decreases with increasing separation of Cl and OH) predominates over electron donating, acid weakening resonance effect. This makes all chlorophenols more acidic than phenol. As -I effect decreases with distance so the decreasing order of acidity is 2 > 3 > 4 > 1.

Q. Consider the following compounds 1. Phenol 2. o-chlorophenol 3. m-chlorophenol 4. p-chlorophenol Place these compounds in the decreasing order of acidity

1 > 2 > 3 > 4

2 > 3 > 4 > 1

3 > 4 > 1 > 2

2 > 3 > 1 > 4

Q. Consider the following compounds

$1.$ Phenol

$2.$ o-chlorophenol

$3.$ m-chlorophenol

$4.$ p-chlorophenol

Place these compounds in the decreasing order of acidity