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Question
For the following compounds, choose the correct option:
For the following compounds, choose the correct option:
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Solution
The correct option is B IV has the least acidic strength
Conjugate base formed after loss of H+ for each of the following compounds is :
Acidic strength∝−I,−H,−M∝1+I,+H,+M
−CH3 and −OCH3 when attached to benzene ring show +H and +R effect respectively, which destabilizes the conjugate base .
Since, +R effect is more predominant than +H effect so, IV is the least stable followed by I.
In compounds II and III :
III is stabilized by delocalization of negative charge on benzene ring. The resonating structures so formed are not equivalent resonating structures.
II is stabilized by -R effect of −CN group. So, it is more stable than III
Correct order of stability of conjugate bases is :
IV<I<III<II
More the stablility of conjugate base more is the acidic strength, so the correct acidic strength order is :
IV<I<III<II
Conjugate base formed after loss of H+ for each of the following compounds is :
Acidic strength∝−I,−H,−M∝1+I,+H,+M
−CH3 and −OCH3 when attached to benzene ring show +H and +R effect respectively, which destabilizes the conjugate base .
Since, +R effect is more predominant than +H effect so, IV is the least stable followed by I.
In compounds II and III :
III is stabilized by delocalization of negative charge on benzene ring. The resonating structures so formed are not equivalent resonating structures.
II is stabilized by -R effect of −CN group. So, it is more stable than III
Correct order of stability of conjugate bases is :
IV<I<III<II
More the stablility of conjugate base more is the acidic strength, so the correct acidic strength order is :
IV<I<III<II
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