2005 Final Answers

2005 Final Answers - Fall 2005 Chem 266 Course Number...

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Fall 2005 Chem 266 1 Course Number CHEMISTRY 266 Course Title INTRODUCTORY ORGANIC CHEMISTRY Instructors X. FANG, S. FORSEY Date of Exam December 17, 2005 Time Period 9:00 – 11:30 Duration of Exam 2.5 HOURS Number of Exam Pages (including this cover sheet) 15 Exam Type CLOSED BOOK Additional Materials Allowed MOLECULAR MODELS INSTRUCTIONS 1. On the computer card, fill in the best choice A to D for each of the 50 questions which follow. 2. There is 1 mark for a correct answer and 0 marks for an incorrect or missing answer. 3. Under ID number, put your ID number. 4. Under section, put 001 (for Dr. Forsey’s section) or 002 (for Dr. Fang’s section). Do not leave blank. 5. Under Card Number, leave blank. 6. Remember to put your name and course number on the right. 7. Calculators and/or molecular model kits may be used by individual students but may not be shared around during the examination period. 8. Make certain that all of your answers are properly indicated on the computer card. Only the answers marked on the computer card will be considered in arriving at your final exam mark. Do not submit the question papers. 9. The following abbreviations may appear: D = deuterium, 2 H Et = ethyl, C 2 H 5 Me = methyl, CH 3 Ph = phenyl, C 6 H 5 Ac = acetyl, CH 3 C(O) t -Bu = tertiary butyl 10. A Periodic Table of the Elements appears on the last page of this examination.
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Fall 2005 Chem 266 2 1. VSEPR theory predicts an identical shape (including lone pairs) for all of the following, except: A CBr 4 B CH 3 C NH 4 + D BH 3 2. Which of the following pairs of structures are structural isomers? A 1 B 2 C 3 D 4 3. Which of the following compounds would have the highest boiling point? A CH 3 CH 2 CH 2 OH B CH 3 CH 2 OCH 3 C CH 3 COCH 3 D CH 3 CH 2 CHO 4. How many resonance structures can be written for the NO 3 ion in which the nitrogen atom bears a formal charge of +1: A 1 B 2 C 3 D 4 5. Sodium cyanate, NaOCN, is used mainly as a herbicide to destroy weeds in lawns. How may pi bonds does NaOCN possess? A 1 π bond B 2 π bonds C 3 π bonds D 4 π bonds 6. Which of the following compounds would be the weakest base? A CCl 3 CH 2 O B CH 3 CH 2 O C CH 3 CH 2 NH D (CH 3 ) 3 CO 7. Propyne reacts with sodium amide in liquid ammonia to produce product (a). Product (a) reacts with t -butyl bromide to form product (b). What is product (b)? A (CH 3 ) 2 C=CH 2 B (CH 3 ) 3 CNHC CCH 3 C (CH 3 ) 3 CC CCH 3 D No Reaction 1) CH 3 CH 2 CH 2 Cl and ClCH 2 CH 2 CH 3 2) O O and 3) C H 3 C OH NH and C H 3 C O NH 2 4) Br Br Br Br and CH 3 CC H (CH 3 ) 3 CBr + NaNH 2 product (a) product (b)
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Fall 2005 Chem 266 3 8. Which of the following set of resonance structures is incorrectly written? O OO O O O N H N H HC CH C N H 2 C N H CC HCN H 2 C H H 2 C H B C A D 9. Each of the following molecules contains two halogen atoms of different kinds. They are either at different positions in the molecule or are different halogen atoms entirely. In each case which halogen would be more reactive in an S N 2 reaction?
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This note was uploaded on 09/13/2011 for the course CHEM 228 taught by Professor Jacobfischer during the Spring '09 term at Waterloo.

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2005 Final Answers - Fall 2005 Chem 266 Course Number...

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