PS8_2011 - Name Section Rec TA Side 1 of 4 Ch 1b, Problem...

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Name Ch 1b, Problem Set Eight Section Side 1 of 4 Due Friday, Mar. 4, 2011 Rec TA at 4 PM PST in the Drop Box 1. Acid-Base Chemistry (15 points) Consider the polyfunctional compounds shown below. What would you expect to be the site of ( i ) protonation and ( ii ) deprotonation if each compound was treated with a suitable acid or base. In each case, suggest a suitable acid or base for both purposes. 2. Carbonyl Addition Reactions (17 points) Provide the products of the following reactions. For parts (b), (c), and (d) provide the curved arrow mechanism for each step of the reaction.
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Name Ch 1b, Problem Set Eight Section Side 2 of 4 Due Friday, Mar. 4, 2011 Rec TA at 4 PM PST in the Drop Box 3. More Carbonyl Additions (15 points) The following reactions fail to provide the indicated products. For each reaction, explain why the given conditions do not provide the desired reactions, and suggest what is actually observed. 4. Microscopic Reversibility (12 points)
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PS8_2011 - Name Section Rec TA Side 1 of 4 Ch 1b, Problem...

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