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Arrange the following in decreasing order of their acidic strength and give reason for your answer. CH_(3)CH_(2)OH,CH_(3)COOH,ClCH_(2)COOH,FCH_(2)COOH,C_(6)H_(5)CH_(2)COOH. |
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Answer» Solution :Since -I-effect of F is much STRONGER than that of Cl, therefore, `FCH_(2)COOH` is a stronger acid than `ClCH_(2)COOH`. Further, `C_(6)H_(5)` group has a weak -I-effect though much weaker than those of F and Cl, therefore, `C_(6)H_(5)CH_(2)COOH` is a stronger acid than `CH_(3)COOH` but weaker than `FCH_(2)COOH` and `ClCH_(2)COOH`. now `NH_(3)COOH` is a much stronger acid than `CH_(3)CH_(2)OH` because `CH_(3)COO^(-)` ION left after the loss of a proton is stabilized by resonance but no such STABILIZATION is possible for `CH_(3)CH_(2)O^(-)` ion (obtained after loss of a proton from `CH_(3)CH_(2)OH`). thus, the overall, acidic strength DECREASES in the ORDER: `FCH_(2) COOH gt ClCH_(2)COOH gt C_(6)H_(5)COOH gt CH_(3)COOH gt CH_(3)CH_(2)OH`. |
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