Chem 140A ternansky Midterm-1 Fall 08-Key 1

Chem 140A ternansky Midterm-1 Fall 08-Key 1 - Chemistry...

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Chemistry 140A TOTAL POSSIBLE: 200 Fall, 2008 POINTS MISSED: - 0 First Midterm Exam-200 points 10/14/08 TOTAL: 200 DO NOT OPEN THIS EXAM UNTIL INSTRUCTED TO DO SO ..... FILL OUT THE FOLLOWING INFORMATION NOW : . LAST NAME (Print): KEY FIRST NAME (Print): Ima PID: __________________________________________________ SIGNATURE: __________________________________________ ID checker initials: ____________________ If you wish to have any answers considered for a re-grade, your exam must be completed in INK .
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1. (21 points) Draw the THREE MAJOR (best) resonance contributors for CSO 2 -2 (all heteroatoms attached to carbon). Be sure to indicate formal charges where appropriate. Use straight lines for bonds and dots for unshared electron pairs. Make appropriate use of curved arrows to indicate electron movement. Finally, circle the contributor that would be the best of the three and indicate the reason in no more than 5 words. O C O S O C O S O C O S (1 pt) (1 pt) (1 pt) (1 pt) (1 pt) (1 pt) (1 pt) correct contributor (no partial): 4 pts ea brackets: 1 pt double arrow: 1 pt ea curved arrow: 1 pt ea (-) (-) (-) (-) (-) (-) Reason circled contributor would be best: (2 points) CHARGES APPROPRIATELY LOCALIZED 2. (8 points) Show, using chemistry that you have learned so far in this class, how you would selectively prepare (that is, form as the EXCLUSIVE PRODUCT without contamination from any isomers ) 1-Bromopropane. You may begin your synthesis with anything (other than 1-Bromopropane of course) and you may use any reagents required. Be sure to show all reagents necessary.
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