Exam+3+Answer+Key

Exam+3+Answer+Key - CH 204 Organic Chemistry Fall Semester...

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Unformatted text preview: CH 204 Organic Chemistry Fall Semester 201 1 Professor Newman Exam 3 November 21, 201 1 Name /’<€ Page Number Possible Points Points Earned 1 1 8 2 1 8 3 " 12 4 1 5 5 10 Extra Credit 2 Total 73 E. Provide an appropriate name for the following molecules (2 points each): 2. In the box provided, draw the correct structure for the following names (2 points each): N,5,7-trimethyioctan-3-amine heptylamine 3. In the box provided below each of the following molecules label from lowest acidity to highest acidity for the bold a-hydrogens (i being the most acidic and 5 being the least acidic) (1 point per box): 4. Using the aceto acetic ester synthesis to prepare the following (5 points): I) A54 C) A . 0 6 013C H31— 0 < 3L—__W”iO/\_ _. we a 5. Give the major product for the foilowing reactions (3 points each): fiév‘k 58* 7. Draw two reagents that would give the aldol product shown (4 points): 8. Draw all possible products for the following Claisen condensation (4 points): O O 0/ + 0/ NaOCH3 9. Draw the major product for the following Robinson annulation (4 points): 10. What two starting materials are required to form the following Robinson annulation product (4 points): x :uxunuummmlmu I + z-x 0 93 2-1- v 1 1. Provfide a detaited arrow pushing racchanism for ail of the following transformations (5 points each). \ ‘ + o Crur‘HH: H30 0 A —-—> + CO + CH OH 11» / 2 3 f O A 7 J O orH O of) _ Q * (ZAEOL a “‘ T . i E 0/ /\ O Q. m (‘3 O 06 —H a O if\H O 0th J 0' 3 I i C A*—o*/U\/VILH A o - U c" M”? “‘9 “W H 4 A 12. Provide the necessary reagents needed to complete the most efficient multi step synthesis for the foliowing (5 points each): O T O —-——> ' T 0 WM if (5 I) L104 0 d) FAA: c» H/Lk f: WAOH > Extra Credit 1 oint each 1. The song with the lyrics “ABC, easy as 123” was sun by what music group? 2. The haloform lab didn’t work East week. Dr. Newman tried the reaction again the next morning and found that one of the reagents had gone bad. What reagent was the Cuipl‘it? /.-—-—»~__ ...
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Exam+3+Answer+Key - CH 204 Organic Chemistry Fall Semester...

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