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Predict which solvent will have the greatest effect on the pKa of acetic acid: 1-butanol or...

Predict which solvent will have the greatest effect on the pKa of acetic acid: 1-butanol or 2-butanol. Please justify your answer.

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Answer #1

2- butanol is a weaker acid than 1- butanol due to the electron releasing nature of alkyl groups. Hence when 1- butanol is added to acetic acid it will suppress the dissociation of acetic acid due to common ion effect affecting it's pH and hence pka values.

As well it will react easily with acetic acid to form butyl acetate ester.

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