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NEET CHEMISTRYAldehydes, Ketones and Carboxylic AcidsMedium

Question

The compound, among the following, that will not be soluble in sodium hydrogen carbonate is:

A

2, 4, 6-Trinitrophenol

B

Benzoic acid

C

o-Nitrophenol

D

Benzenesulphonic acid

Step-by-Step Solution

Sodium hydrogen carbonate (NaHCO3NaHCO_3) is a weak base. It reacts with acids that are stronger than carbonic acid (H2CO3H_2CO_3) to release CO2CO_2 and form soluble sodium salts.

  1. Benzenesulphonic acid and Benzoic acid are much stronger acids than carbonic acid, so they dissolve in NaHCO3NaHCO_3.
  2. 2, 4, 6-Trinitrophenol (Picric acid): Although it is a phenol, the presence of three strong electron-withdrawing nitro groups (NO2-NO_2) makes it more acidic than carbonic acid. Thus, it is soluble.
  3. o-Nitrophenol: Phenols are generally weaker acids than carbonic acid. While the nitro group increases acidity, a single NO2-NO_2 group (especially with intramolecular hydrogen bonding in the ortho isomer) does not make it acidic enough to displace CO2CO_2 from NaHCO3NaHCO_3. Therefore, it remains insoluble.

Exam Context & Concepts Covered

This question aligns with the NEET CHEMISTRY syllabus, specifically targeting concepts from Aldehydes, Ketones and Carboxylic Acids. Mastering this topic is crucial for scoring well in the upcoming medical entrance examinations. Solving conceptually related problems will help you understand the nuances of these concepts and improve your problem-solving speed.

CHEMISTRYAldehydes, Ketones and Carboxylic Acidscompoundfollowingsolublesodiumhydrogen

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