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Chem 143B Spring 09 Exam 2 Key

Chem 143B Spring 09 Exam 2 Key - Chemistry 143B Spring 2009...

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Chemistry 143B Spring, 2009 Exam #2 (5-18-09) Total Points: 100 NAME: Ima Key PID: ____________________________ ID Checker Initials: _____________________ TA Name: ___August Kekule________ USE INK FOR RECORDING ANSWERS (if using pencil, no re-grades will be allowed) 1. (27 points) The following questions refer to the reaction shown below: Cl Cl O HNEt 2 A B C Et 2 N Cl O + (3 pts) In order to maximize the yiled of desired product C and minimize side products, the reactants, A and B should be combined in the following order (circle answer): add A to B add B to A (4 pts) The major side-product anticipated were the incorrect order of addition selected would be (draw structure): Et 2 N NEt 2 O (4 pts) The carbonyl-containing functional group in C is called (be specific): TERTIARY AMIDE (no partial credit) (6 pts) in order to determine if the reaction were successful, IR could be utilized as an analytical tool. Provide the approximate IR stretching frequencies for the carbonyl group in (include units for full credit): (3 pts each) A: _ 1780-1800 cm -1 __ C: ___1640-1680 cm -1 __ (4 pts): Provide the chemical name of A: alpha-chloroacetyl chloride
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