KEY Pre#4-252-09 - ORGANIC CHEMISTRY LECTURE CHY 252(01)...

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ORGANIC CHEMISTRY LECTURE CHY 252(01) Prelim IV, 4/28/09 _______ KEY ________ Each of the following multiple-choice questions has one response that best answers the question. [3pt/each] 1. From each set of compounds shown below, select the one that is the most acidic ? I. CH 3 CO 2 H or CH 3 CH 2 OH II. CH 2 (COCH 3 ) 2 or CH 2 (NO 2 ) 2 III. CH 3 COCH 3 or CH 2 (CN) 2 A B C D E F a) A,C,E b) B,D,F c) A,D,F d) B,C,E e) B,D,F 2. Which one of the following is an incorrect statement regarding the Aldol condensation? a) Spontaneous dehydration of a β -hydroxyketone occurs when an aromatic ring can conjugate with the α , β -double bond. b) β -Hydroxyaldehydes can undergo rapid dehydration when heated in the presence of a catalytic amount of acid. c) Spontaneous dehydration of a β -hydroxyketone occurs when a base catalyst is used with aliphatic ketones undergoing an Aldol self-condensation. d) Spontaneous dehydration of a β -hydroxyketone occurs when a ring is formed and the α , β - double bond is inside the ring. 3. Consider the following reaction and select the alpha-hydrogen that is removed by base to yield the product shown below. CH 3 -C-CH 2 -C-CH-CH 2 -CH 2 -C-H O O 1 2 3 4 5 6 KOH EtOH, H 2 O a) 1 b) 2 c) 3 d) 4 e) 5 f) 6 CH 3 CH 3 CH 3 CH 3 O H 3 C CH 3 H 3 C 4. A Claisen self-condensation,
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This note was uploaded on 06/04/2010 for the course CHY 252 taught by Professor Jensen during the Spring '06 term at University of Maine Orono .

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KEY Pre#4-252-09 - ORGANIC CHEMISTRY LECTURE CHY 252(01)...

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