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Question

Chemistry Question on Aldehydes, Ketones and Carboxylic Acids

Among 22-chloropropanoic acid, 33-chloropropanoic acid, 2,22,2-dichloroacetic acid and propanoic acid the KaK_a values will be in the order,

A

2,22,2-dichloroacetic acid > 22-chloropropanoic acid > 33-chloropropanoic acid > propanoic acid

B

33-chloropropanoic acid > 22-chloropropanoic acid > 2,22,2-dichloroacetic acid > propanoic acid

C

2,22,2-dichloroacetic acid > 33-chloropropanoic acid > 22-chloropropanoic acid > propanoic acid

D

2,22,2-dichloroacetic acid > propanoic acid > 22-chloropropanoic acid > 33-chloropropanoic acid

Answer

2,22,2-dichloroacetic acid > 22-chloropropanoic acid > 33-chloropropanoic acid > propanoic acid

Explanation

Solution

Acidic strength Ka\propto \, K_a values Due to -I effect of electron withdrawing -Cl group, chloropropanoic acid is stronger acid than propanoic add. Further, greater the? number of electron withdrawing substituents; greater would? be the acidic strength. Inductive effect decreases rapidly with distance and so is the acidic strength. Hence he correct order of acidic strength (or KaK_a values) will be?