Q2: Ranking Acidity a) Rank the labeled protons in the following molecule in order of increasing pKa. Briefly explain the ranking. Use Table 2.2 as reference. Ha Нь HC H-N Ha OHe b) Atenolol is a drug used to treat high blood pressure. Which of the indicated N-H bonds is more acidic? Explain. (Hint: use resonance structures to help) Name the functional groups on atenolol. H H-N atenolol Ν H-N OH Н

Q2: Ranking Acidity a) Rank the labeled protons in the following molecule in order of increasing pKa. Briefly explain the ranking. Use Table 2.2 as reference. Ha Нь HC H-N Ha OHe b) Atenolol is a drug used to treat high blood pressure. Which of the indicated N-H bonds is more acidic? Explain. (Hint: use resonance structures to help) Name the functional groups on atenolol. H H-N atenolol Ν H-N OH Н

Organic Chemistry

8th Edition

ISBN:9781305580350

Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Chapter4: Acids And Bases

Section: Chapter Questions

Problem 4.33P: Complete the equation for the reaction between each Lewis acid-base pair. In each equation, label...

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The following are equivalent ways of asking about the acidity of an H atom: • What is the most acidic H on the molecule? • Which H is associated with the published pKa value? • Which H on the molecule is easiest to remove? • Which H on the molecule takes the least energy to remove? • Which bond to an H is most polarized? • For which H atom is removal least uphill in energy? • Which bond to an H atom, when broken, results in the lowest PE conjugate base? We will often find the last of these questions is easiest to answer. To do this, find all the different Hatoms on the molecule, and draw all possible conjugate bases.Only the lowest-energy one is the “real” conjugate base. Identify this structure, and you have found the most acidic H. Use this strategy to find the most acidic H on each of the following molecules. Note: Each structure hasat least three different kinds of H’s, so draw at least three unique conjugate bases for each.
For each molecule below, draw the conjugate acid or conjugate base or both if the molecule hasboth a conjugate acid and a conjugate base (e.g., water).
For the previous four questions, label each molecule that appears in the question or your answer asstrong acid, strong base, weak acid, or weak base.
Rank the following compounds according to acidity, 1 being the most acidic and 4 being the least acidic. First, list the ranking number followed by the compound letter in order from 1 to 4, and then explain your reasoning in a sentence or two.
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V) Which of the following labeled protons is more acidic? Explain the reason of your choice? Ha, s Hb.
3) а) decreasing acidity and explain your answer. CHCHNΗ Arrange the following compounds in order of CH,CH,OH CH,CH,CH, b) part (a) in order of increasing basicity and explain your Arrange the conjugate bases of the acids given in answer.
Arrange the numbered protons in decreasing order of acidity, explain the reasoning based upon the conjugate bases.
I find the solution way too brief and unsatisfactory as it does not clearly explain the solution provided in the problem.
Why is the third compound more acidic than the second compound, why is the second compopund more acidic than the first compound, could you explain why?