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Final_Version_1_Summer_2007

Final_Version_1_Summer_2007 - Chemistry 307 Final Exam July...

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Chemistry 307 Final Exam July 5, 2007 Student Name (Print):________________________ Student Signature:__________________________ ID #:______________________ Section Number:____________ Recitation Instructor:________________________ This exam booklet contains 41 questions; 40 for credit, and 1 to identify your form version. Please answer all questions from this booklet on the OpScan sheet . The time provided for this exam (150 minutes) includes the time to shade in your responses onto the OpScan sheet - no additional time will be provided. Anyone found working on the exam (including shading responses on the Opscan Sheet) after time is called will be considered cheating and will be penalized appropriately. At the end of the exam, please hand in this top sheet, and your OpScan form. ON THE OPSCAN FORM: (Use a Number 2 Pencil or Darker) (1) SIGN your name across the TOP of the form (2) Code only the following information: [ blacken circles] (a) Your Name...LAST NAME FIRST [ blank space between last and first names] (b) Your SOCIAL SECURITY NUMBER [Start under Box A and continue to Box I ] (c) Your SECTION NUMBER (Boxes K and L ) [Section 01 for B1 or 02 for B2, code the zero under box K ] (d) Your EXAM FORM NUMBER (Box P ) Your EXAM FORM NUMBER is: 1 See last pages of exam for periodic table, NMR and IR tables, table for Mass Spectrometry masses and workspace.
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1. W is reacted in the manner shown below to form S (Molecular formula: C 5 H 12 O) . The IR spectrum and 1 H NMR spectral data of S is provided below. What is the structure of W ? W 1) CH 3 MgBr 2) H + , H 2 O S (Molecular formula: C 5 H 12 O) 1 H NMR data for S ppm (Chemical Shift) Multiplicity Number of H 2.0 broad singlet 1 H 1.5 quartet 2 H 1.2 singlet 6 H 0.9 triplet 3 H A. O B. H O C. H O D. O E. O 2. The specific rotation of (R)-(+)-XYZ is +60 . The observed specific rotation of a mixture of (R)-XYZ and (S)-XYZ is 15 . What is the total percentage of R isomer present in the mixture?
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3. Which of the following is MOST LIKELY the product for the following reaction? R C O OOH 1 equiv ? B. OH C. O A. O E. OH D. OH 4. CH 3 C CH C C H CH 3 H CH 3 CH 2 CH 2 The transformation shown above requires some of the following reagents. Select the correct reagents and put them in the correct sequence necessary for this transformation to occur. I. CH 3 CH 2 CH 2 Br II. H 2 / Lindlar's catalyst III. CH 3 CH 2 CH 2 CH 2 Li IV. Na / liq NH 3 A. II, III, I B. I, II, III C. III, I, II D. I, III, IV E. III, I, IV
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5. Describe the reaction coordinate diagram of the following reaction in terms of its transition states, intermediates and rate-determining step.
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