Use the four compounds shown here to answer the following questions: COOH pKa = 4.2 COOH

Chapter 19, Problem 70

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Use the four compounds shown here to answer the following questions: COOH pKa = 4.2 COOH F pKa = 3.3 COOH Cl pKa = 2.9 COOH Br pKa = 2.8 a. Why are the ortho -halo-substituted benzoic acids stronger acids than benzoic acid? b. Why is o -fl uorobenzoic acid the weakest of the ortho -halo-substituted benzoic acids? c. Why do o -chlorobenzoic acid and o -bromobenzoic acid have similar p Ka values?

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