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Organic Chemistry 2444-01

October 29, 2014

EXAM THREE

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1. (12 pts) In each case, circle all correct answers. There will be a -1 penalty for each EXTRA answer.

(a) Circle all lactams

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(b) Circle all reaction conditions that will convert butanoic acid to butanoyl chloride.

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(c) Circle all reagent that will convert 2-butanone to 2-butanol. Assume a hydrolysis step if required.

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(d) Circle all molecules that react with an methanol and an acid catalyst to give a new product.

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(e) Circle all hydrazones.

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(f) Circle all imides

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(g) Circle all reagents/reactants that will convert ethanol to an ester.

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2. (12 pts) Give the complete mechanism for the following reaction.

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3. (6 pts) Give the complete mechanism for the following reaction.

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4. (12 pts; 2 ea) Give the IUPAC name for each of the following.

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5. (10 pts) Given the formula and the following data, determine the structure.
SHOW YOUR WORK. C11H14O2
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6. (48 pts, 3 each) In each reaction, give the structure of the major product. If there is more than one major product, give each one. If there

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For more information, contact Professor Michael B. Smith at

(860)-486-2881.

My EMail address is

michael.smith@uconn.edu

Thank you very much.