chem312 s05 exam2

chem312 s05 exam2 - 100 %2 Chem 312—Simek EXAM 2 Name __...

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Unformatted text preview: 100 %2 Chem 312—Simek EXAM 2 Name __ LA: February 2, 2005 INSIEUQIILONS PAQE - m 1. Be sure your exam has 4 pages of questions, none blank. Write your answers directly on this exam. 1 { / [12 2. A periodic table is at the end. 2 [Q 119 3 [Z 123 5. If you have a question during the exam, raise your hand 4 [3 {21 and the instructor will come by. 3. You may use a writing implement. No calculator should be used. 4. Please, scrupuloust avoid glances at other exams! 6. If you finish early, please leave as quietly as possible. Note: On all matching questions, there is no restriction TOTAL ’7 5 on how many times each selection can or must be used. There is only one correct answer to each question; writing two answers will be counted as incorrect. 1. (3 points) Circle the structure containing the double bond in the LEAST stable position. WM Tm D l 2. (9 points) Identify the reaction type by the three major classifications. OH H H OH . a. 6* —. UK AM OH Br b. —> SLQSS‘} llljjl L)“ c_ 6/1): I __ a 4% . points on this page Chem 312, Exam 2, p. 2 Initials Questions 3-5 (3 points each) refer to the products of this reaction. Br KOH fl—p- products A 3. Circle the one structure that could NOT be produced from this reaction. J/rrrfw. Q Q= Q (CH 4. Of the structures that could be produced, which will be produced in GREATEST amount? . g /,, _________ RR 5. Of the structures that could be produced, which will be produced in SMALLEST amount? owed if 6. (10 points) These are natural products. Circle YES if the structure is a terpene. If it is not a terpene, circle NO. (You do not need to circle isoprene units to get credit, although doing so may help you answer the question.) points on this page [19 Chem 312, Exam 2, p. 3 Initials 7. (8 points) Shown here are segments of two polymers. Circle the structure of the monomer d that would form each polymer. Note that NONE 0. ‘ I‘ E is a possible answer. \ m \o On 3‘ NH2 NH2 circle the correct monomer 1 polymer ’ wavy lines mean a continuation of the l h ' ‘00 ymer C M I SE IS THE CORRECT MONOMER 0d .- r 00 b' wwwm L ’ I? 4”, circle the — __ '_ correct , monomer f Cl Br Cl Br Cl Br z , 060‘ polymer \ / i \ » X/I/ \ A \ 8. (15 points) Ozonlysis. Match the letter of the structure with the results it would give upon ozonolysis. (Only one correct answer per question. Letters may be used more than once.) N 7b- 3E: £20 fl *" a, 0 H [I / )2: 08:1”) ‘ 1’ G1? H r”. t . g: . {:WJL (".( . r -L‘-( M C a -c-c..c.. \w \EJ {6,0ch c—uc ' g p, m ’ a. Which structure w111 produce only ONE CYCLIC product containing two ketones?M b. Which structure will produce two different comounds? ‘Ul NONE OF THESE IS THE CORRECT MONOMER 0. Which structure will produce two moleCules of the same compound? (1. Which structure will not react with ozone? l l ' e. Which structure will produce one acyclic ketoaldehyde? (7 ' [Z [23 points on this page Chem 312, Exam 2, p. 4 Initials 9. (20 points) Complete the reactions by circling the chemical structure represented by the question mark in each reaction; possible answers are shown in brackets. Circle only the MAJOR product. There is only one correct answser to each question, but note that NONE OF THESE is a possible answer. CH3 I H+ a. —~—’-? / + circle the structure of the most Howe stable carbocati_on that could form 9‘ by adding one H+ to one C=C NONE OF THESE >L/ L major C1 r' Cl B&E prob 5.41(d) Br HBr - Br \ 5 J J Br :3 gv OH 20 C! I V B&B_prob 53%) NONE OF THESE CH3 H20 ‘ ' 6' —" . CH H2804 B&B prob 5.90)) NONE OF THESE 10. (1 point) Circle whether the double bond is cis, trans, or neither. C1 / (PH/2X CIS TRANS C" NEITng points on this page \7) 121 ...
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chem312 s05 exam2 - 100 %2 Chem 312—Simek EXAM 2 Name __...

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