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Acids and bases 18 points a the following compound

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Unformatted text preview: 4/13 Points/Page = Callam Chemistry 2510 Autumn 2012 Part 3. Resonance. (30 points) For each of the following structures: (i) Draw the indicated number of MAJOR/significant resonance forms in skeletal form (ii) Label the best resonance form. (iii) Draw the resonance hybrid. (iv) Show electron movement using curved arrow notation between resonance forms. (a) 3 additional resonance structures (15 points) N O (b) 3 additional resonance structures (15 points) CH3O 5/13 NHCH3 Points/Page = Callam Chemistry 2510 Autumn 2012 Part 4. Acids and Bases. (18 points) (a) The following compound is one of the strongest acids known. Explain using pictures and a minimum of words why it is such a strong acid. (6 points) H O O O NSN N S CH3 H3C S N CH3 S S O O O O CH H3C 3 (b) The four most acidic protons in the following molecule are labeled in bold. Rank these protons in order of increasing pKa and explain in detail why you chose this order using a majority of pictures and a minimal of words. (10 points) H N H H O O O H H (c) How many stereoisomers are possible for the molecule in problem 4b? (2 points) 6/13 Points/Page = Callam Chemistry 2510 Autumn 2012 Part 5. Lewis Acids and Bases. (15 points) a) The major resonance form for an amide is shown below. Draw a clear molecular orbital picture of the resonance form of an amide. You should draw all of the p orbitals in pen...
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