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CH221_Practice_Exam_2_key

CH221_Practice_Exam_2_key - 1 A 3 pts each(8 addition...

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1 A B C D E F G H I J 5 L K M 2) _____________________________________(2 pts) 3a) ____________________________________(2 pts) b) ____________________________________(2 pts) c) ____________________________________(2 pts) d) 6 a) (6 pts) b) (2 pts)___________ c) (2 pts) 4 3 pts each (2 pts) (6 pts) (6 pts) (3 pts) (8 addition points for stereochemistry) /73 points Name________________________________ Br Cl OH racemic Cl OH racemic racemic Br Cl O 2 Br Br racemic (Z) -3-methyl-2-pentene (2R, 3R )-2-bromo-3-chlorobutane (2S, 3S )-2-bromo-3-chlorobutane (2S, 3R )-2-bromo-3-chlorobutane or (2R, 3S )-2-bromo-3-chlorobutane CH 3 CH 3 H Br Cl H Cl H Cl Cl Cl H H Cl H Cl I Cl H 1) Strong base (potassium t-butyloxide in t-butyl alcohol) to form alkene. 2) Cold dilute sulfuric acid yes The alkene from which the alcohol is formed is achiral and the carbocation formed is achiral. The water can attack from either face of the
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