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BradFarquharson472
14.04.2020 •
Chemistry
Even though the para position is one carbon farther from the carboxy group than the meta position, p-cyanobenzoic acid is more acidic than m-cyanobenzoic acid. Explain the differences in acidity between p-cyanobenzoic acid and m-cyanobenzoic acid.
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Ответ:
Dissociation of O-H bond is highly favorable in p-cyanobenzoic acid resulting to higher acidity as compared to m-cyanobenzoic acid.
Explanation:
In p-cyanobenzoic acid, adjacent carbon to carboxyl group (-COOH) gets a partial positive charge due to electron withdrawing resonating effect of carboxyl group as compared to m-cyanobenzoic acid.
Due to this partial positive charge on carbon atom in p-cyanobenzoic acid, O-H bond in -COOH group remains highly polarized towards oxygen atom. Hence, dissociation of O-H bond is highly favorable in p-cyanobenzoic acid resulting to higher acidity as compared to m-cyanobenzoic acid.
Resonance structures are given below.
Ответ:
= -3x + 6.3y + 5x - 4.2y
= 2x + 2.1y