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practiceexam4a - 4 10 pts 5 Devise a synthesis of the...

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2. Consider the following reactions. Please label whether they are oxidations, reductions, or neither. If there is an oxidation or reduction, please indicate the number of electrons involved. Please put your answer in the box provided. A. - O O O O - - O O + CO 2 B. Br OH C. - O O O O - OH - O O O O - O 1 12 pts
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3. Complete the following equations: (Some may require more than one step.) Include stereochemistry where appropriate. a) HBr (excess) b) O HI (Excess) c) CHO 2 32 pts
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d) 1) NaCN 2) aqueous work up O e) OH Et 1) NaH 2) CH 3 CH 2 I f) O EtOH H 2 SO 4 H H 3
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g) (Make sure to show all organic products.) O CH 2 H 2 Pd/C h) 4. Predict the major product(s) of the reaction shown below. Justify your answer using clear structures to support your hypothesis. O 1) LiAlH 4 2) aqueous workup
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Unformatted text preview: 4 10 pts 5. Devise a synthesis of the molecule shown below. You may start with any 2-carbon olefins or alkynes, and any necessary reagents (including those used to append protecting groups if you need one). HO OH 5 14 pts 6. Show a reasonable stepwise mechanism for the reaction shown below. O Cl EtO-O O + Cl-6 10 pts 7. Predict the products of the following reaction sequence (X, Y and Z). 1) H 2 O, Br 2 X NaOH Y EtMgBr Z 7 12 pts 15 pts 8. Devise a synthesis of the compound shown below. You may use any organic starting materials of 3 carbons or less, but they may not contain deuterium. You may use any reagents you wish. D D 8...
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