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Exam 4: Acids and Bases

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Question 21

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Which of the following is easiest to deprotonate?

A) CH₄
B) CH₃CH₃
C) CH₂=CH₂
D) HC≡CH

E) B) and D)
F) B) and C)

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Question 22

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Which of the following is a feature of a Lewis acid?

A) proton donor
B) proton acceptor
C) electron pair donor
D) electron pair acceptor

E) A) and D)
F) B) and C)

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Question 23

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Provide a brief explanation, based on features of the molecules, for the following trend in pK_a values? CH₃CH₂OH > CH₃COOH 15.9 4.76

What is the value of the equilibrium constant for the following equilibrium? $\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{OH}+\mathrm{CH}_{3} \mathrm{COOH}\rightleftharpoons$$\mathrm{CH}_{3} \mathrm{CH}_{2} \stackrel{+}{\mathrm{O}} \mathrm{H}_{2}+\mathrm{CH}_{3} \mathrm{CO}_{2}^{-}$ $\mathrm{p} K_{\mathrm{a}}=-4.76$$\quad$$\quad$$\quad$$\quad$$\quad$$\quad$$\quad$$\quad$$\quad$$\quad$$\quad$$\mathrm{p} K_{\mathrm{a}}=-1.74$

Which of the following energy diagrams best represents the changes in energy during addition of HBr to an alkene?

Which of the following terms describes the role of ethyne in the acid-base reaction shown?

Which of the following is the strongest acid?

Gaseous HCl when dissolved in toluene is a _____.

Which of the following is the strongest base?

In the following list, there are four Lewis acids, CH₃OH, HCl, BCl₃ and FeBr₃.

Which of the following anions is the strongest base?

Which of the following terms describes the role of ethanol in the acid-base reaction shown?

Which of the following has a pK_a value of approximately 16?

Which of the following is the strongest acid?

Explain the highly basic nature of guanidine.

Match the types of reactions with the most appropriate relationships. -ΔG_product > ΔG_reactant

Place the following compounds in the order of their decreasing basicity: Guanidine, Urea, Amidine

Which species is the conjugate acid in the following acid-base reaction?

Which of the following is the strongest acid?

Provide the equation for the equilibrium constant, K_eq, for the following equilibrium. $\mathrm{HA}+\mathrm{H}_{2} \mathrm{O} \rightleftharpoons \mathrm{A}^{-}+\mathrm{H}_{3} \mathrm{O}^{+}$