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NEET CHEMISTRYAlcohols, Phenols and EthersMedium

Question

CH3CH2CHCl2\text{CH}_3\text{CH}_2\text{CHCl}_2 upon reaction with NaNH2\text{NaNH}_2 gives:

A

CH3−CH=CH−Cl\text{CH}_3-\text{CH}=\text{CH}-\text{Cl}

B

CH3−C≡CH\text{CH}_3-\text{C}\equiv\text{CH}

C

CH3−CH=CH2\text{CH}_3-\text{CH}=\text{CH}_2

D

CH3−CH2−CH3\text{CH}_3-\text{CH}_2-\text{CH}_3

Step-by-Step Solution

The reactant CH3CH2CHCl2\text{CH}_3\text{CH}_2\text{CHCl}_2 (1,1-dichloropropane) is a geminal dihalide. When treated with a strong base like sodamide (NaNH2\text{NaNH}_2), it undergoes double dehydrohalogenation (β\beta-elimination). The removal of two molecules of hydrogen chloride (HCl\text{HCl}) from adjacent carbon atoms leads to the formation of a carbon-carbon triple bond. Thus, the final product is an alkyne, specifically propyne (CH3−C≡CH\text{CH}_3-\text{C}\equiv\text{CH}) . (Note: As the options were missing in the raw data, they have been reconstructed based on the standard AIPMT 2002 question).

Exam Context & Concepts Covered

This question aligns with the NEET CHEMISTRY syllabus, specifically targeting concepts from Alcohols, Phenols and Ethers. 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.

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