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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?(a) OH(b) Cl(c) CN(d) NO2I 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

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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