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1. Arrange the following in increasing order of acidity with suitable explanation. ClCH2COOH, BrCH2COOH, ICH2COOH, FCH2COOH

Question

  1. Arrange the following in increasing order of acidity with suitable explanation. ClCH2COOH, BrCH2COOH, ICH2COOH, FCH2COOH
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Solution

The acidity of a molecule is determined by the stability of its conjugate base. In this case, the conjugate base is the carboxylate anion (RCOO-). The more stable the conjugate base, the more acidic the original molecule.

The stability of the carboxylate anion is increased by electron-withdrawing groups, which help to disperse the negative charge. In this case, the halogens (Cl, Br, I, F) are the electron-withdrawing groups.

The strength of the electron-withdrawing effect decreases down the group (F > Cl > Br > I). Therefore, the acidity of the molecules decreases in the same order: FCH2COOH > ClCH2COOH > BrCH2COOH > ICH2COOH.

So, the increasing order of acidity is: ICH2COOH < BrCH2COOH < ClCH2COOH < FCH2COOH.

This problem has been solved

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