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- Which of the compounds shown below is the most acidic hydrogen and what is the approximate pKa value?Phthalic acid and isophthalic acid have protons on two carboxy groupsthat can be removed with base. (a) Explain why the pKa for loss of thefirst proton (pKa1) is lower for phthalic acid than isophthalic acid. (b)Explain why the pKa for loss of the second proton (pKa2) is higher forphthalic acid than isophthalic acid.explain in great detail why the pKa values are what they are and compare them among the three compounds. The conjugate acids that are protonated are drawn in red for each compound. Which one based on the pKa is most acidic and what does that tell you about how basic their lone pairs are?
- Arrange the compounds in each set in order of increasing acid strength. consult Table 4.1 for pKa values of each acid.Treatment of indene with NaNH2 forms its conjugate base in a Brønsted– Lowry acid–base reaction. Draw all reasonable resonance structures for indene's conjugate base, and explain why the pKa of indene is lower than the pKa of most hydrocarbons.Treatment of indene with NaNH2 forms its conjugate base in a Brønsted–Lowry acid–base reaction. Draw all reasonable resonance structures for indene’s conjugate base, and explain why the pKa of indene is lower than the pKa of most hydrocarbons.
- Arrange the acids below in order of predicted decreasing strength (i.e., from strongest to weakest). A H3NB HClC H3PD H2SE H3AsAccording to the Evan's pKa table, phenol has a pKa of 9.95. p-Nitro and m-nitrophenol have pKas of 7.14 and 8.35 respectively. Using resonance structures, explain the observed trends in the acidity of these molecules.Arrange the compounds in each set in order of increasing base strength. consult Table 4.1 for pKa values of the conjugate acid of each base.
- Put the following compounds in order from weakest acid to strongest acid. Explain (pKa values are not enough and trends should be considered).Which acid do you think would have the lower pKa value: HBrO4, HBrO3, HBrO2, or HBrO? Explain your answer.S.2. List the following compounds by discussing their basicity.