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Chapter 8: Q82P (page 378)

Which of the following is the strongest acid?

Short Answer

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Step by step solution

01

Definition of protonation-

The addition of a proton (or hydron, or hydrogen cation), (H+) to an atom, molecule, or ion result in the formation of a conjugate acid. (Deprotonation is the complementary process that occurs when a proton is removed from a Brønsted-Lowry acid.)

02

a)

The resonance contributor displayed here indicates which nitrogen is more likely to be protonated (the one with the highest negative charge) and which nitrogen is least likely to be protonated (the one with the greatest positive charge.)

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Most popular questions from this chapter

Refer to the electrostatic potential maps on p. 368 to answer the following questions:

a. Why is the bottom part of the electrostatic potential map of pyrrole blue?

b. Why is the bottom part of the electrostatic potential map of pyridine red?

c. Why is the center of the electrostatic potential map of benzene more red than the center of the electrostatic

potential map of pyridine?

Which species in each pair is more stable?

a. Predict the relative pKa values of cyclopentadiene and cycloheptatriene.

b. Predict the relative pKa values of cyclopropene and cyclopropane.

Cyclopentadiene can react with itself in a Diels–Alder reaction. Draw the endo and exo products.

Which loses a proton more readily: a methyl group bonded to cyclohexane or a methyl group bonded to benzene?
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