Sample Exam 2 - Sample Exam 2 Chemistry 345 (Nelsen) 1. (16...

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Sample Exam 2 Chemistry 345 (Nelsen) _________________________ (Name: please print) 1. (16 pts). Give the products of the following reactions: (a) (b) (c) (d) 2. (12 pts) Give an arrow-pushing mechanism for the following reaction: O OH NH 3 + Cl - HO H N Ph H + Cl - O P + CH 2 CH 2 CH 3 Ph Ph Ph 1. BuLi 2. Br -- H (two major products) 2) hydrolyze (H 3 O + ) Al H O -78 o C, THF Cl P O C H 3 C 3 H H heat CH 2 Br O H NaCN H + (less than 1 equivalent)
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3. (9 pts) Circle the carbons in the structure below that are at the carboxylic acid level of oxidation, and mark with an arrow those at the aldehyde/ketone level of oxidation. Write the products of complete hydrolysis ( assuming that no other reactions occur! ) in the box. N O S N H O C 6 H 5 CO 2 H Penicillin G 4. (21 pts) Show reagents and any intermediate compounds that would be isolated for the following conversions. Any reagents stable enough to buy may be employed. (a)
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Sample Exam 2 - Sample Exam 2 Chemistry 345 (Nelsen) 1. (16...

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