exam4_f99 - appropriate. O H H + CH 3 CH 2 OH EtOH CH 3 CH...

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Chem 12A EXAM #4 Name __________________ Dr. Harrison 1. (12 pts) a) Write the products of the reaction below when R = -OCH 3 , R = -CN, R = - CH 2 CH 3 , and R = -Cl. R HNO 3 H 2 SO 4 b) Predict the order of reactivity for the above reaction according to the following substituents. Place a 1,2,3, or 4 by the substituents with 1 being the fastest and 4 the slowest. Explain your reasoning. R = -OCH 3 R = -CN R = -CH 2 CH 3 R = -Cl 2. (10 pts) Provide a series of synthetic steps by which 3-bromopropylbenzene can be prepared from benzene. 3. (10 pts) Propose a synthesis to accomplish the following transformation. Br OH
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4. (15 pts) Write the major product for the following reactions. a) CH 3 HF b) N H C O CH 3 CH 2 CCl O AlCl 3 c) Br NaNH 2 NH 3 d) 1. KMnO 4 , -OH, heat 2. H 3 O + e) SO 3 H Na NH 3 (l), CH 3 -OH 5. (10 pts) Predict the products of the following reactions. Show all stereochemistry where
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Unformatted text preview: appropriate. O H H + CH 3 CH 2 OH EtOH CH 3 CH 2 O-6. (9 pts ) Fill in the missing reagents for the reactions below. O O O H O OH HO OH OH OH HO O O OH HO O O 7. (10 pts) Show how you would accomplish the following synthetic conversions. a) OH H O H CH 2 CH 3 b) CH 2 Br 2 8. (10 pts) Suggest a mechanism for the following reaction. OH OH H 2 SO 4 O 9. (12 pts) Write in the appropriate reagents to carry out the following reactions. Comment on the optical rotation results of each product. H HO Br H H Cl racemic mixture Br optically active (-)-rotation 10. (10 pts) Write the products of the following reaction. OH OH PCC CrO 3 H 2 SO 4 Acetone...
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This note was uploaded on 09/02/2011 for the course CHEM 12a taught by Professor Harrison during the Spring '11 term at West Valley.

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exam4_f99 - appropriate. O H H + CH 3 CH 2 OH EtOH CH 3 CH...

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