310MFA06MidtermExam2_Key

310MFA06MidtermExam2_Key - CH 310M/318M Fall 2006 Dr Brian...

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Part I Answers How to read this table : In the first three columns, you’ll find the question number, the maximum points possible, and the correct answer choice. The columns labeled “A” through “J” indicate the points awarded for the problem if this letter was the choice indicated on the answer sheet. Please check the Blackboard gradebook to see how you answered the Part I questions, and to check your raw score (out of 150 points possible) for Part I of the exam. Part I answer sheets will not be returned, and no regrades are possible on Part I of the exam!!! Question Max. Points Correct Answer A B C D E F G H I J 1 5 G 0 0 3 3 0 2 5 2 0 0 2 5 B 0 5 0 0 0 2 0 0 3 0 3 5 D 0 0 0 5 0 0 0 0 0 0 4 5 C 0 0 5 0 0 0 0 0 0 0 5 5 B 0 5 0 0 0 0 0 0 0 0 6 5 D 0 0 0 5 0 0 0 0 0 0 7 4 E 2 2 0 0 4 2 0 0 0 0 8 4 B 2 4 2 0 2 0 0 0 0 0 9 2 B 0 2 0 0 0 0 0 0 0 0 10 5 G 0 3 1 1 0 0 5 2 1 0 11 5 A 5 1 1 0 0 3 2 1 0 0 12 5 E 1 1 1 2 5 3 0 0 0 0 13 3 B +3 for A if Q10 answer = B or D or F or H +3 for B if Q10 answer = A or C or E or G or I 14 3 A +3 for A if Q11 answer = A or B or H or I +3 for B if Q11 answer = C or D or E or F or G 15 3 A +3 for A if Q12 answer = B or C or E or H +3 for B if Q12 answer = A or D or F or G or I 16 5 C 3 0 5 3 0 0 0 0 0 0 17 3 C +3 for C if Q16 answer = B or C +3 for D if Q16 answer = A or D 18 6 F 0 0 0 0 0 6 0 0 0 0 19 4 D 2 1 3 4 1 0 0 0 0 0 20 4 C 0 0 4 0 0 0 0 0 0 0 21 4 F 0 0 0 0 0 4 0 0 0 0 22 10 D 0 6 4 10 0 0 0 0 0 0 23 10 A 10 4 6 0 0 0 0 0 0 0 24 10 B 4 10 0 6 0 0 0 0 0 0 25 6 G 2 0 0 0 0 4 6 4 4 4 26 6 A 6 4 4 4 4 0 0 0 0 0 27 6 D 4 4 4 6 5 0 0 0 0 0 28 6 I 0 0 0 0 0 4 4 4 6 4 29 6 E 4 4 4 4 6 0 0 0 0 0 CH 310M/318M Fall 2006 Dr. Brian M. Bocknack Midterm Exam #2 – Key Thursday, October 26, 2006 7:00–9:00 p.m.
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11 Part II – Write your answers to all questions on this page in the space provided. If you use a pen, only blue or black ink is acceptable!!! PLEASE READ EACH QUESTION VERY CAREFULLY !!! In Questions 30–35, draw a structure that corresponds to the name given. You may use any valid convention we have discussed for representing organic structures, but the stereochemistry needs to be shown clearly and unambiguously. Use wedges, dashed wedges, and normal lines where appropriate to show the stereochemistry. Only structures written in the boxes provided will be graded! 30. (6 points) ( R )-3-Chloro-1-pentene 31. (6 points) trans -3-Hexene 32. (8 points) (3 S ,5 S )-3,5-Dimethyl-1,6-heptadiene 33. (8 points) (2 Z ,5 E )-3,5-Dimethyl-2,5-octadiene 34. (10 points) (1 R ,2 S ,4 R )-1,2,4-Trimethylcyclohexane 35. (2 points) How many of the methyl groups are located in equatorial positions in the more stable chair conformation of (1 R ,2 S ,4 R )-1,2,4-trimethylcyclohexane (Question 34)? Write your answer in the box
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