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in Principals of Organic Chemistry by (79.0k points)
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pKa increases in benzoic acid when substituent "x" is bonded at para-position, then "x" is

(a) -COOH

(b) -NO2

(c) -CN

(d) -OCH3

1 Answer

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Best answer

Correct option (d) -OCH3

Explanation:

Larger the value of pKa, smaller will be its acidity. Out of the four groups, -COOH, -NO2 and -CN are e- withdrawing which makes benzoic acid more acidic whereas --OCH3 is e donating which reduces the acidity (makes H+ less easily available). pKa value increases if -OCH3 is present at para-position of benzoic acid.

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