For each conjugate acid-base pair, identify the first species as an acid or base and the second species as its conjugate acid or conjugate base. In addition, draw Lewis structures for each species, showing all valence electrons and any formal charges. (a) \(\mathrm{H}_{2} \mathrm{SO}_{4}, \mathrm{HSO}_{4}{ }^{-}\) (b) \(\mathrm{NH}_{3}, \mathrm{NH}_{2}{ }^{-}\) (c) \(\mathrm{CH}_{3} \mathrm{OH}, \mathrm{CH}_{3} \mathrm{O}^{-}\)

Short Answer

Expert verified
Identify the conjugate acid-base pairs and draw their Lewis structures for each pair: (a) \(\mathrm{H}_{2} \mathrm{SO}_{4}\) and \(\mathrm{HSO}_{4}{ }^{-}\) In this pair, \(\mathrm{H}_{2} \mathrm{SO}_{4}\) is the acid and \(\mathrm{HSO}_{4}{ }^{-}\) is the conjugate base. The Lewis structures are: \(\mathrm{H}_{2} \mathrm{SO}_{4}\): ``` O || S - O - H || O - H ``` \(\mathrm{HSO}_{4}{ }^{-}\): ``` O- | S - O - H || O ``` (b) \(\mathrm{NH}_{3}\) and \(\mathrm{NH}_{2}{ }^{-}\) In this pair, \(\mathrm{NH}_{3}\) is the base and \(\mathrm{NH}_{2}{ }^{-}\) is the conjugate acid. The Lewis structures are: \(\mathrm{NH}_{3}\): ``` H | N - H | H ``` \(\mathrm{NH}_{2}{ }^{-}\): ``` H | N - H | : ``` (c) \(\mathrm{CH}_{3} \mathrm{OH}\) and \(\mathrm{CH}_{3} \mathrm{O}^{-}\) In this pair, \(\mathrm{CH}_{3} \mathrm{OH}\) is the acid and \(\mathrm{CH}_{3} \mathrm{O}^{-}\) is the conjugate base. The Lewis structures are: \(\mathrm{CH}_{3} \mathrm{OH}\): ``` H | O - H | C - H | H ``` \(\mathrm{CH}_{3} \mathrm{O}^{-}\): ``` O- | C - H | H ```

Step by step solution

01

Identify the Conjugate Acid-Base Pairs and Draw Their Lewis Structure

(a) \(\mathrm{H}_{2} \mathrm{SO}_{4}\) and \(\mathrm{HSO}_{4}{ }^{-}\) In this pair, \(\mathrm{H}_{2} \mathrm{SO}_{4}\) is the acid (donates \(\mathrm{H}^{+}\)) and \(\mathrm{HSO}_{4}{ }^{-}\) is the conjugate base (accepts \(\mathrm{H}^{+}\)). Lewis structure for \(\mathrm{H}_{2} \mathrm{SO}_{4}\): ``` O || S - O - H || O - H ``` Lewis structure for \(\mathrm{HSO}_{4}{ }^{-}\): ``` O- | S - O - H || O ``` (b) \(\mathrm{NH}_{3}\) and \(\mathrm{NH}_{2}{ }^{-}\) In this pair, \(\mathrm{NH}_{3}\) is the base (accepts \(\mathrm{H}^{+}\)) and \(\mathrm{NH}_{2}{ }^{-}\) is the conjugate acid (donates \(\mathrm{H}^{+}\)). Lewis structure for \(\mathrm{NH}_{3}\): ``` H | N - H | H ``` Lewis structure for \(\mathrm{NH}_{2}{ }^{-}\): ``` H | N - H | : ``` (c) \(\mathrm{CH}_{3} \mathrm{OH}\) and \(\mathrm{CH}_{3} \mathrm{O}^{-}\) In this pair, \(\mathrm{CH}_{3} \mathrm{OH}\) is the acid (donates \(\mathrm{H}^{+}\)) and \(\mathrm{CH}_{3} \mathrm{O}^{-}\) is the conjugate base (accepts \(\mathrm{H}^{+}\)). Lewis structure for \(\mathrm{CH}_{3} \mathrm{OH}\): ``` H | O - H | C - H | H ``` Lewis structure for \(\mathrm{CH}_{3} \mathrm{O}^{-}\): ``` O- | C - H | H ```

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Most popular questions from this chapter

4-Methylphenol, \(\mathrm{CH}_{3} \mathrm{C}_{6} \mathrm{H}_{4} \mathrm{OH}\left(\mathrm{p} K_{\mathrm{a}} 10.26\right)\), is only slightly soluble in water, but its sodium salt, \(\mathrm{CH}_{3} \mathrm{C}_{6} \mathrm{H}_{4} \mathrm{O}^{-} \mathrm{Na}^{+}\), is quite soluble in water. In which solution(s) will 4-methylphenol dissolve? (a) Aqueous \(\mathrm{NaOH}\) (b) Aqueous \(\mathrm{NaHCO}_{3}\) (c) Aqueous \(\mathrm{Na}_{2} \mathrm{CO}_{3}\)

Offer an explanation for the following observations. (a) \(\mathrm{H}_{3} \mathrm{O}^{+}\)is a stronger acid than \(\mathrm{NH}_{4}^{+}\). (b) Nitric acid, \(\mathrm{HNO}_{3}\), is a stronger acid than nitrous acid, \(\mathrm{HNO}_{2}\). (c) Ethanol and water have approximately the same acidity. (d) Trifluoroacetic acid, \(\mathrm{CF}_{3} \mathrm{COOH}\), is a stronger acid than trichloroacetic acid, \(\mathrm{CCl}_{g} \mathrm{COOH}\).

As we shall see in Chapter 19 , hydrogens on a carbon adjacent to a carbonyl group are far more acidic than those not adjacent to a carbonyl group. The anion derived from acetone, for example, is more stable than is the anion derived from ethane. Account for the greater stability of the anion from acetone. $$ \begin{array}{cc} \stackrel{O}{\|} & \\ \mathrm{CH}_{3} \mathrm{CCH}_{2}-\mathrm{H} & \mathrm{CH}_{3} \mathrm{CH}_{2}-\mathrm{H} \\ \text { Acetone } & \text { Ethane } \\ \mathrm{p} K_{\mathrm{a}} 22 & \mathrm{p} K_{\mathrm{a}} 51 \end{array} $$

Acetic acid, \(\mathrm{CH}_{3} \mathrm{COOH}\), is a weak organic acid, \(\mathrm{p} K_{\mathrm{a}} 4.76\). Write an equation for the equilibrium reaction of acetic acid with each base. Which equilibria lie considerably toward the left? Which lie considerably toward the right? (a) \(\mathrm{NaHCO}_{3}\) (b) \(\mathrm{NH}_{3}\) (c) \(\mathrm{H}_{2} \mathrm{O}\) (d) \(\mathrm{NaOH}\)

Complete a net ionic equation for each proton-transfer reaction using curved arrows to show the flow of electron pairs in each reaction. Label the original acid and its conjugate base; then label the original base and its conjugate acid. (a) \(\mathrm{NH}_{4}^{+}+\mathrm{OH}^{-} \rightleftharpoons\) (b) \(\mathrm{CH}_{3} \mathrm{COO}^{-}+\mathrm{CH}_{3} \mathrm{NH}_{3}^{+} \rightleftharpoons\) (c) \(\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{O}^{-}+\mathrm{NH}_{4}^{+} \rightleftharpoons\) (d) \(\mathrm{CH}_{3} \mathrm{NH}_{3}^{+}+\mathrm{OH}^{-} \rightleftharpoons\)

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