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  • Arrange the following in decreasing order of their acidic strength and give the reason for your answer.

Arrange the following in decreasing order of their acidic strength and give the reason for your answer.

\text {CH}_{3}\text {CH}_{2}\text {OH},\text {CH}_{3}\text {COOH},\text {ClCH}_{2}\text {COOH},\text {FCH}_{2}\text {COOH},\text {C}_{6}\text {H}_{5}\text {CH}_{2}\text {COOH}

 

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\text {FCH}_{2}\text {COOH}>\text {ClCH}_{2}\text {COOH}> \text {C}_{6}\text {H}_{5}\text {CH}_{2}\text {COOH}> \text {CH}_{3}\text {COOH}> \text {CH}_{3}\text {CH}_{2}\text {OH}

The electron-withdrawing group increase the acidity of carboxylic acids since they stabilize the conjugate base by delocalization of charge. Whereas the electron donating group decrease the acidity as the resulting conjugate base is unstable.

Higher the electronegativity, greater the acidic strength.
\left ( i.e , \text {F}>\text {Cl}>\text {C}_{6}\text {H}_{5}>\text {H} \right )

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