Practice Final

Practice Final - Name:_ ID:_ CHEMISTRY 140B FINAL Exam 1...

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Name: ____________________________ ID: _____________________ 1 CHEMISTRY 140B 03/22/05 FINAL Exam Instructions: 1: This exam consists of 10 pages , including this page. ( Page 10 is blank). At the beginning of the examination period, put your name at the top of each page. 2. This exam accounts for 50% of the final grade (300 points total). 3. You can use the backside of each page, or page 10 as a scratch paper. However your final answers must be clearly written within the designated box that follows after each question. At the end cross out all unused space . 4. You may use pen or pencil. However exams completed with pencil will not be regraded. 5. Last day for regrades: 03/23/07. The grades will be announced on Monday 03/26/07. 6. All exams will be available to you on Friday 03/23/07 (from 5224B Pacific Hall, 5th floor) after 1:00pm and then everyday during 10:00am -5:00 pm. 7. Read carefully the instructions for each problem. 8. Keep your eyes in your own exam!!! GOOD LUCK and Have a Great Spring Break Problem Points Score 1. 50 ________ 2. 50 ________ 3. 50 ________ 4. 50 ________ 5. 50 ________ 6. 50 ________ TOTAL 300 _______
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Name: ____________________________ ID: _____________________ 2 Problem 1 (30 points) Three proton NMR spectra are provided below for compounds having the molecular formula, C 4 H 8 O 2 . Note that the integration for each signal is provided on the spectrum in parentheses. Each compound exhibits a strong IR band in the range 1720-1730 cm -1 . 1. Provide the structure of each compound in the box provided. 2. In each spectrum the families of protons have been numbered as h1 , h2 and h3 . Indicate clearly where these protons are in your proposed structure. 0 1 2 3 4 5 PPM 0 1 2 3 4 5 PPM 0 1 2 3 4 PPM (2) (2) (2) (3) (3) (3) (3) (3) (3) h1 h2 h3 h2 h2 h1 h1 h3 h3
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Name: ____________________________ ID: _____________________ 3 Problem 2 (20 points) The 1 H NMR of compound 1 shows a total of six peaks at 7.8, 7.1, 5.9, 4.5, 3.0 and 1.2 ppm. Predict the splitting patterns for each peak in the 1 H NMR . Br CH 3 Br Br example H H 1 2 C1 protons = triplet (due to C2) C2 protons = quartet (due to C1) C3 protons = N/A 1 10 C1 protons= C2 protons= C3 protons= C4 protons= C5 protons= C6 protons= C7 protons= C8 protons= C9 protons= 0 10 1 Predict the 1 H NMR spectrum of compound 1 . Keep in mind that the peaks should appear at 7.8, 7.1, 5.9, 4.5, 3.0 and 1.2 ppm (see arrows below). Indicate clearly the splitting pattern, integration and identity of each peak (to which protons in corresponds). 4.0 7.8 7.1 1.2 O O 2 3 4 5 6 7 8 9 11 12 3 C10 protons= C11 protons= C12 protons= 3.0 5.9 Cl Cl Problem 2 (50 points)
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Name: ____________________________ ID: _____________________ 4 Predict the missing structures of products or reagents needed to accomplish the following transformations. Multiple steps and/or reagents may be required in some instances. Your answers must be written in the boxes provided. Be sure to indicate stereochemistry where relevant. H
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Practice Final - Name:_ ID:_ CHEMISTRY 140B FINAL Exam 1...

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