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CHEMISTRY 353 ORGANIC CHEMISTRY Spring 2006

Instructor: Dr. George S. Kriz Office: Chemistry Building 342 Telephone: 650-3126 E-mail: [email protected]

Office Hours: Monday and Friday from 10:00 to 12:00; Monday from 1:00 to 3:00. If you wish to see me at other times, you are encouraged to do so. All I ask is that I may be notified in advance, in order to ensure that I will be available. Course Prerequisites: The prerequisite for this course is a passing grade in Chemistry 352 or the equivalent. Students who do not have this prerequisite should consult with me as soon as possible. Textbooks: D. L. Pavia, G. M. Lampman, and G. S. Kriz, Organic Chemistry (Volume III), Mason, OH: Thomson Learning Custom Publishing, 2004 edition. Recommended: ACS Examinations Institute, Preparing for Your ACS Examination in Organic Chemistry, the Official Guide, Clemson, SC: Examinations Institute, American Chemical Society, Division of Chemical Education, 2002. Molecular Models: The preferred set is Proteus Organic Chemistry Models Kit, Molecular Design, Inc. Other molecular model sets can be substituted for the recommended set. Lecture: Science Lecture Hall 130, MWF 9. These three class periods per week are devoted to lecture, demonstrations, and discussions. Problem solving may be included where appropriate. Examinations: Examinations in this course will consist of two hour examinations and a two-hour final examination. There will also be a series of weekly quizzes. These examinations will take place according to the attached schedule. Each examination will cover the material that has been presented in class since the previous examination, but some material of a cumulative nature can be expected as well. 1

The examinations will include coverage of material treated in lecture, assigned readings, and problem sets. The weekly quizzes will be short, and they will be focused on the material that was covered during that week. The hour examinations will be broader in scope. NOTE: There will be no make-up examinations offered. Students who are unable to attend class on the day of a scheduled examination should contact me as soon as possible in order to make alternative arrangements. Appropriate written documentation in support of any request for special consideration will be required! Problem Sets: It is expected that all students will use the problem sets included with each chapter of the textbook as a part of their regular study program. Specific graded assignments from the problems will not be made. It is possible that questions based on these problems may be used on examinations. Answers to the problems are found at the back of the textbook. Grading Standards: The points for the course will be distributed as follows: Hour Examinations Weekly Quizzes Final Examination TOTAL 200 points 100 100 400 points

Grades will be assigned on an absolute scale of points according to the following standards. A B C D F 360 to 400 points 320 to 359 260 to 319 220 to 259 0 to 219 (90 to 100%) (80 to 90%) (65 to 80%) (55 to 65%) ( 0 to 50%)

Each weekly quiz will be worth 20 points. At the end of the quarter, the quiz with the lowest score will be dropped from the record. A grade of Incomplete (K) may be assigned if students are unable to complete the assigned work for the course, provided that (1) the instructor is notified in advance, (2) the student is doing passing work at the time that a request for a "K" grade is made, and (3) an Incomplete Grading Contract is completed before the final course grades are due. Students are advised that according to University policy, after one year, if the "K" grade has not been removed, it will automatically revert to a failing ("Z") grade. Sample Examinations: A set of sample examinations, in Adobe Acrobat format, is 2

available on the instructor's course page (see below for the URL address). These may be downloaded. Answers to the sample examinations will also be provided in a timely manner. Computer Laboratory: Students are encouraged to use the instructional computer programs that are available in Chemistry Building 280. Among the recommended programs are: Organic Nomenclature -- use with Chapter 16, 18, 19, and 22 IR Tutor -- use this for review of infrared spectroscopy NMR Tutor -- use this for review of NMR spectroscopy Spectra Book (Parts I and II) -- use for spectroscopy review Final Examination: The final examination for this course will be the Standardized Test in Organic Chemistry, published by the Division of Chemical Education of the American Chemical Society. This is a 70-question multiple-choice test covering the entire year of organic chemistry. It is strongly recommended that you review the material covered in Chem. 351 and Chem. 352 in preparing for this examination. Also review the PowerPoint units that are posted for each course. Grading of the final examination will be scaled in order to correspond to the expected class average for this course. A more complete explanation of the scaling method will be distributed in class. Home Page: There is a home page for this course. The home page contains a copy of the course syllabus and sample examinations. These are downloadable as Adobe Acrobat .pdf files. There is also an e-mail link and copies of the PowerPoint presentations used during the lecture. Note that you will need to install the PowerPoint viewer and the Adobe Acrobat readers as helpers in your Internet browser in order to view some of the materials on the home page. Other useful links on the home page include a link to the Avirtual molecular model [email protected] and to several other chemistry resources. The URL address for the home page is: http://atom.chem.wwu.edu/dept/facstaff/kriz/c353kriz.html or you can reach it via links in the Chemistry Department home page. Use of Calculators or Molecular Models: The use of calculators or molecular models will not be permitted during examinations. WWU E-Mail Policy: University assigned student e-mail accounts shall be one of the official means of communication of the University with all students. Students are responsible for all information sent to them via the University assigned e-mail 3

account. Students who choose to forward messages from the University e-mail account are still responsible for all the information (including attachments) that was sent to the University e-mail account. Students who prefer to use another e-mail service (Yahoo, Hotmail, MSN, AOL, etc.) should make certain that they have installed a forwarding command in the University assigned e-mail account.

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MONDAY MARCH 27

WEDNESDAY MARCH 29 Orientation Chapter 14 Alkenes and Alkynes II. Oxidation and Reduction; Oxymercuration and Hydroboration; Simple Ring Formation APRIL 5 Chapter 14

FRIDAY MARCH 31 Chapter 14 NO QUIZ

APRIL 3 Chapter 14

APRIL 7 Chapter 14 QUIZ #1

APRIL 10 Chapter 15 Reagents with CarbonMetal Bonds; Organometallic Synthesis of Alcohols

APRIL 12 Chapter 15

APRIL 14 Chapter 16 Aldehydes and Ketones I. Nucleophilic Addition to Carbonyl QUIZ #2

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APRIL 17 Chapter 16

APRIL 19 Chapter 16

APRIL 21 FIRST HOUR EXAMINATION

APRIL 24 Chapter 16

APRIL 26 Chapter 16

APRIL 28 Chapter 16 QUIZ #3

MAY 1 Chapter 17 Aldehydes and Ketones II. Oxidation and Reduction; Synthesis

MAY 3 Chapter 17

MAY 5 Chapter 17 QUIZ #4

MAY 8 Chapter 18 Carboxylic Acids: Properties and Synthesis

MAY 10 Chapter 18

MAY 12 SECOND HOUR EXAMINATION

MAY 15 Chapter 19 Carboxylic Acid Derivatives: Nucleophilic Acyl Substitution

MAY 17 Chapter 19

MAY 19 Chapter 19 QUIZ #5

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MAY 22 Chapter 21 Reactions of -Hydrogens: Condensation Reactions

MAY 24 Chapter 21

MAY 26 Chapter 21 QUIZ #6

MAY 29 MEMORIAL DAY HOLIDAY

MAY 31 Chapter 22 Aromatic Substitution

JUNE 2 Chapter 22 NO QUIZ

JUNE 5

JUNE 7 FINAL EXAMINATION (10:30 to 12:30)

JUNE 9

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