Final_140A_Summer_07-Key

Final_140A_Summer_07-Key - Chemistry 140A Summer, 2007...

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Chemistry 140A TOTAL POSSIBLE: 500 Summer, 2007 POINTS MISSED: - 0 Final Exam-500 points 8/3/07 TOTAL: 500 DO NOT OPEN THIS EXAM UNTIL INSTRUCTED TO DO SO. ....FILL OUT THE FOLLOWING INFORMATION NOW : . NAME(Print) LAST: Key FIRST: Ima SIGNATURE: _________________________________________ PID: _________________________________________________ ID checker initials: . If you wish to have any answers considered for a re-grade, your exam must be completed in INK ….also, no ALTERED answers will be considered for re-grade.
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1. (90 points) Consider the following compounds in order to identify: H 3 C H CH 3 H H C H 3 C F Cl H 3 C C H F Cl FH 2 CH 2 C C H H Cl H H Cl CH 3 H H 3 C Cl H H F Br CH 3 F C H CH 3 Br Br Br Br Br H Cl Cl H H C CH 2 CH 2 Br F Cl H 3 C CH 3 H Cl Cl CH 3 Br H H Cl CH 2 CH 3 CH 3 H H CH 3 CH 3 Cl H H Br CH 3 CH 2 CH 3 H H 3 C CH 2 CH 3 H F CH 2 CH 3 Cl H 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 20 2 Pairs of conformational isomers: (1) (10 pts) 2 & 18 (2) (10 pts) 15 & 17 2 Pairs of enantiomers: (1) (10 pts) 1 & 7 (2) (10 pts) 5 & 12 A Pair of constitutional (structural) isomers: (10 pts) 3 & 16
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2 Pairs of diastereomers: (1) (10 pts) 6 & 13 (2) (10 pts) 10 & 19 2 Identical compounds: (10 pts) 8 & 11 A meso compound: (10 pts) 9 2. (44 points) For the following reaction: A. Provide the IUPAC name of the starting material (15 pts) B. On the template provided, draw the Newman projection viewing from carbon 2 to carbon 3 (IUPAC numbering) FOR THE EXACT CONFORMATION FROM WHICH THE REACTION SPECIFIED WILL MOST READILY OCCUR (15 pts) C. Draw the product of the reaction indicated in the box provided. Be sure to
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Final_140A_Summer_07-Key - Chemistry 140A Summer, 2007...

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