Chem 3580 Prelim 3-S10-Key

Chem 3580 Prelim 3-S10-Key - Name: (Last) (First) (Middle...

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Name: (Last) (First) (Middle Initial) 1 Circle Lecture time – 9:05 or 10:10 Organic Chemistry for the Life Sciences Chemistry 3580 Spring Semester 2010 Prelim 3 April 22, 2010 7:30-9:00 PM Read each question very carefully. There are 10 total pages, including the cover page. Please, count your pages before beginning the exam. Write all answers on the printed side of the exam. Draw structures clearly. It is your responsibility to convey information unambiguously and not the grader’s responsibility to interpret what you meant. 1. (14) 2. (10) 3. (10) 4. (8) 5. (12) 6. (12) 7. (10) 8. (10) 9. (14) Total (100)
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Name: (Last) (First) (Middle Initial) 2 1. (14 Points) (i) Circle the more basic amine in each pair. N (a) NO 2 NH 2 OCH 3 NH 2 (b) N H N (c) N CH 3 N CH 3 (e) NHCH 3 O NHCH 3 (d) H N H (ii) Based on your knowledge of Hammond’s postulate regarding reactive intermediates, select the monomer that would give the highest rate and the one that would give the lowest rate in anionic polymerization. O 2 N NO 2 H 3 CO OCH 3 A B C D Highest rate A Lowest rate C
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Name: (Last) (First) (Middle Initial) 3 2. (10 Points) Write down the major organic product and/or starting material for each of the reactions shown below. Be sure to indicate stereochemistry where applicable. 1. CH 3 I (excess) 2. Ag 2 O, H 2 O 3. ! (a) N Me Et Me Et " H is anti to N H is syn to N must be anti elimination or enantiomers N (b) CH 3 Cl O N CH 3 O N 1. HO 2. O Heat (c) N 1. OsO 4 (d) 2. H 2 O 2 OH OH OH OH See PS 10 Q2(g) N O Ph ! N OH Ph H (e) H is syn to N—O H is anti to N—O must be a syn elimination N OH Ph H "
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Name: (Last) (First) (Middle Initial) 4 3. (10 Points) Write down the structures of the polymers (no more than 2 repeat units) or the monomers in the following polymerization reactions.
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This note was uploaded on 10/24/2010 for the course CHEM 3580 taught by Professor Sogah, d during the Spring '08 term at Cornell.

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Chem 3580 Prelim 3-S10-Key - Name: (Last) (First) (Middle...

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