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Briefly explain why o-vanillin does not protonate p-toluidine. Make reference to pKa values and include a balanced chemical reaction and an appropriate reaction arrow in your answer.

a) Due to high pKa values, o-vanillin cannot protonate p-toluidine effectively.
b) The reaction is hindered by low pKa values, preventing protonation.
c) O-vanillin protonates p-toluidine readily due to matching pKa values.
d) The reaction is spontaneous as pKa values are irrelevant.

1 Answer

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Final answer:

O-vanillin does not protonate p-toluidine effectively due to high pKa values.

Step-by-step explanation:

The correct answer is a) Due to high pKa values, o-vanillin cannot protonate p-toluidine effectively.

O-vanillin and p-toluidine both contain functional groups that can act as either acids or bases. In this case, o-vanillin is acting as an acid and p-toluidine is acting as a base.

The pKa value is a measure of the acidity or basicity of a compound, with lower values indicating stronger acidity. In general, a proton transfer reaction occurs between an acid and a base when the acid has a lower pKa value than the base.

However, in this specific case, o-vanillin has a high pKa value, meaning it is a weak acid and does not easily donate a proton. On the other hand, p-toluidine has a lower pKa value, indicating it is a stronger base and readily accepts pons.

The balanced chemical reaction for the proton transfer between o-vanillin and p-toluidine would be:

C₈H₈O₂ + C₇H₉N → C₈H₇O₂⁺ + C₇H₁₀N⁺

The appropriate reaction arrow in this case would be a single-headed arrow pointing from o-vanillin to p-toluidine, indicating the transfer of a proton from o-vanillin to p-toluidine.

correct answer is a) Due to high pKa values, o-vanillin cannot protonate p-toluidine effectively.

User Arthur Ulfeldt
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