310MFa07Exam3Key - Bocknack CH 310M/318M Fall 2007 MIDTERM...

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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 158 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 A B C D E F G H I J 1 6 G 0 0 0 0 0 0 6 0 0 0 2 6 A +6 for A if Q1 = E or F or G or H +6 for B if Q1 = A or B or C or D 3 6 D +6 for C if Q1 = A or B or C or D +6 for D if Q1 = E or F or G or H 4 6 H 0 3 0 3 0 0 0 6 0 0 5 5 E 1 0 3 0 5 1 0 0 0 0 6 5 B 0 5 0 0 0 0 0 0 0 0 7 4 C 0 0 4 0 0 0 0 0 0 0 8 4 G 0 0 0 0 0 0 4 0 0 0 9 4 A 4 0 0 0 0 0 0 0 0 0 10 4 C 0 0 4 0 0 0 0 0 0 0 11 5 B 0 5 2 4 2 0 0 0 0 0 12 5 D 1 0 3 5 0 0 3 0 0 0 13 5 A 5 0 0 0 0 0 0 0 0 0 14 5 C 0 0 5 0 0 0 0 0 0 0 15 5 D 0 0 0 5 0 0 0 0 0 0 16 8 B 2 8 0 0 4 0 0 0 0 0 17 8 J 0 0 5 5 0 0 0 0 0 8 18 8 C 0 0 8 4 0 0 0 0 0 6 19 8 A 8 0 0 0 3 0 0 0 0 0 20 8 I 0 4 0 4 0 0 0 0 8 0 21 8 E 4 4 0 0 8 0 0 0 0 0 22 6 B 0 6 0 0 0 0 0 0 0 0 23 6 E 0 0 2 0 6 0 0 0 0 0 24 6 D 4 4 0 6 0 0 0 0 0 0 25 6 C 0 0 6 0 0 0 0 0 0 0 26 6 C 0 0 6 0 0 0 0 0 0 0 27 6 F 1 4 4 2 2 6 0 0 0 0 28 6 B 2 6 0 3 0 0 0 0 0 0 Bocknack CH 310M/318M – Fall 200 7 MIDTERM EXAM #3 ANSWER KEY
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10 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 !!! 29. ( 20 points; each box is worth 5 points) When an unknown hydrocarbon A (molecular formula C 8 H 16 ), is exposed to Cl 2 , the Cl 2 rapidly disappears, and a mixture of two products, B and C , is isolated. B and C each have molecular formula C 8 H 16 Cl 2 . The mixture of B and C is optically inactive, but when B and C are separated from each other, the isolated compounds are each optically active . When A is treated with OsO 4 , followed by NaHSO 3 , a single product D (C 8 H 18 O 2 ) can be isolated. D is optically inactive . Finally, when A is exposed to O 3 , followed by H 2 O 2 , the only product isolated is 2-butanone (structure shown below). Given this information, propose structures for the unknown compounds A , B , C , and D . Write your answers in the appropriate boxes in the
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This note was uploaded on 05/07/2008 for the course CH 310M taught by Professor Iverson during the Spring '05 term at University of Texas at Austin.

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310MFa07Exam3Key - Bocknack CH 310M/318M Fall 2007 MIDTERM...

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