Question:

Among $2$-chloropropanoic acid, $3$-chloropropanoic acid, $2,2$-dichloroacetic acid and propanoic acid the $K_a$ values will be in the order,

Updated On: May 12, 2024
  • $2,2$-dichloroacetic acid > $2$-chloropropanoic acid > $3$-chloropropanoic acid > propanoic acid
  • $3$-chloropropanoic acid > $2$-chloropropanoic acid > $2,2$-dichloroacetic acid > propanoic acid
  • $2,2$-dichloroacetic acid > $3$-chloropropanoic acid > $2$-chloropropanoic acid > propanoic acid
  • $2,2$-dichloroacetic acid > propanoic acid > $2$-chloropropanoic acid > $3$-chloropropanoic acid
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The Correct Option is A

Solution and Explanation

Acidic strength $\propto \, K_a$ 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 $K_a$ values) will be?
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Concepts Used:

Aldehydes, Ketones, and Carboxylic Acids

Aldehydes, Ketones, and Carboxylic Acids are carbonyl compounds that contain a carbon-oxygen double bond. These organic compounds are very important in the field of organic chemistry and also have many industrial applications.

Aldehydes:

Aldehydes are organic compounds that have the functional group -CHO.

Preparation of Aldehydes

Acid chlorides are reduced to aldehydes with hydrogen in the presence of palladium catalyst spread on barium sulfate.

Ketones:

Ketones are organic compounds that have the functional group C=O and the structure R-(C=O)-R’.

Preparation of Ketones

Acid chlorides on reaction with dialkyl cadmium produce ketones. Dialkyl cadmium themselves are prepared from Grignard reagents.

Carboxylic Acid:

Carboxylic acids are organic compounds that contain a (C=O)OH group attached to an R group (where R refers to the remaining part of the molecule).

Preparation of Carboxylic Acids

Primary alcohols are readily oxidized to carboxylic acids with common oxidizing agents such as potassium permanganate in neutral acidic or alkaline media or by potassium dichromate and chromium trioxide in acidic media.