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NEET CHEMISTRYMedium

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

A

CH3CH=CHCl\text{CH}_3-\text{CH}=\text{CH}-\text{Cl}

B

CH3CCH\text{CH}_3-\text{C}\equiv\text{CH}

C

CH3CH=CH2\text{CH}_3-\text{CH}=\text{CH}_2

D

CH3CH2CH3\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 (CH3CCH\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).

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