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COMEDK · Chemistry · 28. Carboxylic Acid Derivatives

Among 2-chloropropanoic acid,
3-chloro-propanoic acid, 2-2-dichloroacetic acid and propanoic acid the \(K_{a}\) values will be in the order,

  1. A 2 , 2-dichloroacetic acid \(>2\)-chloropropanoic acid \(>3\)-chloropropanoic acid \(>\) propanoic acid
  2. B 3-chloropropanoic acid \(>2\)-chloropropanoic acid \(>2,2\)-dichloroacetic acid \(>\) propanoic acid
  3. C 2, 2-dichloroacetic acid \(>\) 3-chloropropanoic acid
    \(>2\)-chloropropanoic acid \(>\) propanoic acid
  4. D 2, 2-dichloroacetic acid \(>\) propanoic acid \(>\)
    2-chloropropanoic acid \(>3\)-chloropropanoic acid
Verified Solution

Answer & Solution

Correct Answer

(A) 2 , 2-dichloroacetic acid \(>2\)-chloropropanoic acid \(>3\)-chloropropanoic acid \(>\) propanoic acid

Step-by-step Solution

Detailed explanation

Acidic strength \(\propto k_{a}\) values Due to - I-effect of electron withdrawing - Cl group, chloropropanoic acid is stronger acid than propanoic acid. Further, greater the number of electron withdrawing substitutents, greater would be the acidic strength. Inductive effect…