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NEET CHEMISTRYAldehydes, Ketones and Carboxylic AcidsEasy

Question

The product P in the reaction CH3CCHHg2+,H2SO4PCH_3-C \equiv CH \xrightarrow{Hg^{2+}, H_2SO_4} P is:

A

Propanal

B

Propanone

C

Propanoic acid

D

Propan-2-ol

Step-by-Step Solution

The reaction of alkynes with water in the presence of mercuric sulphate (HgSO4HgSO_4) and dilute sulphuric acid (H2SO4H_2SO_4) at 333 K is known as hydration of alkynes.

  1. Mechanism: Water adds to the triple bond according to Markovnikov's rule. The negative part of the addendum (OHOH^-) attaches to the carbon with fewer hydrogen atoms (C2C-2 in propyne).
  2. Intermediate: An unstable enol intermediate (CH3C(OH)=CH2CH_3-C(OH)=CH_2) is formed.
  3. Tautomerization: The enol rapidly tautomerizes to the more stable keto form, which is Propanone (Acetone, CH3COCH3CH_3-CO-CH_3).

CH3CCH+H2OHg2+/H+[CH3C(OH)=CH2]CH3COCH3CH_3-C \equiv CH + H_2O \xrightarrow{Hg^{2+}/H^+} [CH_3-C(OH)=CH_2] \rightleftharpoons CH_3-CO-CH_3

Note: Only ethyne yields an aldehyde (ethanal) under these conditions; all other alkynes yield ketones.

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 Acidsproductreactionxrightarrowhg

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