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It is given that the following compound has a higher pKa value than benzoic acid. Which is the most probable substituent group X of the compound?

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in Chemistry – Class 12 by (188k points)
It is given that the following compound has a higher pKa value than benzoic acid. Which is the most probable substituent group X of the compound?

(a) OH

(b) Cl

(c) CN

(d) NO2

I got this question by my college director while I was bunking the class.

My query is from Carboxylic Acids Chemical Reactions topic in section Aldehydes, Ketones and Carboxylic Acids of Chemistry – Class 12

1 Answer

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Best answer
Right choice is (a) OH

Best explanation: Given that the compound has a higher pKa value than benzoic acid, it should have weaker acidic strength than benzoic acid. This means, that X should be an electron donating group that destabilises the compound and reduces its acidic strength. Since is an electron releasing group, the X group should be OH.

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