CHEM 223A Autumn 2017

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CHEM 223A Autumn 2017 Organic Chemistry Short Program Course Information, Syllabus, and Tentative Schedule Lecture Instructor: Professor Paul Hopkins; Bagley 303F; office hours Mon noon-1 pm, Thurs 1-2 pm, or by appointment or chance. Quiz Section Teaching Assistants: Sections AA, AD, AE, AG Madison Goodstein, mbg223@uw.edu, office hours Mon 9:30-10:30 am, Fri 9:30-10:30 am in the Organic Study Center (BAG 331) Sections AB, AC, AF, AH Avijit Hazra, avijit@uw.edu, office hours Tues 2:25-3:25 pm, Thurs 8:45-9:45 am in the Organic Study Center (BAG 331) Course Description and Goals: Introductory organic chemistry focuses on the structure (how atoms are arranged in the three dimensions of space) and bond-breaking and bond-making chemical reactions of simple carbon-containing, organic molecules. There are millions of small organic molecules, far too many for us to study individually. Instead our goal is to learn to apply the relatively small number of fundamental principles that can account for the structures and reactions of these millions of individual substances. This course will focus on the structure and reactivity of hydrocarbons, organohalides, and oxygen-containing organic substances (especially alcohols, aldehydes, and ketones). The follow-on course, CHEM 224, will then discuss carboxylic acids and amines, allowing you to move finally to the molecules of life: carbohydrates, proteins, nucleic acids, and fats. Course Materials: Text: We will reasonably closely follow chapters 1-9 of Fundamentals of Organic Chemistry, John McMurray, 7th Edition. We will skip a few subjects therein. I will also add some lecture content not in the book. A tentative time schedule can be found at the end of this document. Molecular Models: A molecular model kit could be helpful in visualizing molecules in three dimensions; you ll find many options on-line (try molecular model search term on Amazon). Examples include Duluth Labs molecular model kit (available at the University Bookstore), HGS Polyhedron models and Molecular Visions by Darling. Don t break your budget on a model kit. Website: Course materials can be found on Canvas. Lectures will be recorded with Panopto. I prefer that the videos supplement rather than replace lecture attendance. Be warned that there could be unexpected technical difficulties making one or more video lecture(s) unavailable. Electronic Homework: Required homework will be online through Sapling Learning. The cost is $25.50/quarter, paid directly to Sapling. Register as follows: 1. On the Canvas course page, go to Assignments for the link to the Sapling log in page. 2a. If you have a pre-existing Sapling Learning account, log in and skip to step 3. 2b. If you have a Facebook account, you may use it to create a Sapling Learning account. Click Create an Account, then Create my account through Facebook. Log in to

Facebook. Choose a username/password, then click Link Account. (Please be sure the name you use to sign up for Sapling is the same name used to enroll at the UW, so that we can match your homework grade to the course grade sheet.) Skip to step 3. 2c. Otherwise, click Create an Account. Supply the requested information and click Create my Account. (Please be sure the name you use to sign up for Sapling is the same name used to enroll at the UW, so that we can match your homework grade to the course grade sheet.) Check your email for the message from Sapling Learning. 3. Find your course in the list and click the link. 4. Select a payment option and follow the remaining instructions. The Sapling quiz will be due at the end of every Sunday night at 11:55 p.m. You will be allowed up to five tries to answer each question, with no penalties for incorrect responses. The Sapling questions are at a lower level than examination questions; the ability to answer the Sapling questions correctly suggests you are ready to move on to the assigned problems in the text book, and in turn to take the Tuesday quiz in Quiz Section. The average score for Sapling e-quizzes was almost 90% last year. Success on these e-quizzes is NOT a good predictor of exam performance (the Sapling questions are too easy and you have too many no-penalty guesses). It is recommended that you complete the Training Assignment/Videos in order to become familiar with the Sapling website, however this is not required. The only required use of Sapling is to take the weekly Sapling e-quizzes; any other posted material is optional. Grades: The basis of your final course grade will be as follows: Sapling E-homework 10% Quiz Section Quizzes 10% Exam I 20% Exam II 25% Final Exam 35% There will be no make-up quizzes or examinations. If you miss one or more of these and believe the absence qualifies as excused, please contact Dr. Paul Miller (Bagley 303D; paulmil@uw.edu). If Dr. Miller authorizes an excused absence, your grade will be based upon the work you do complete in the course, the exception being an excused absence from the final, which by University policy will result in an incomplete until you take the next available CHEM 223 final, at which time a numeric grade will be issued. Last year s exams and final exam are posted on Canvas. About Graded Quiz Section Quizzes: There will be a written quiz administered by your teaching assistant during the first half of each Tuesday quiz Section. The quiz will focus on the material from the previous week of lectures, but the material in the lecture the day before (Monday) might be included. To prepare for these written quizzes you will want to have attended the lectures, read the relevant sections in the text book, completed the required Sapling e- quizzes, and completed the recommended end-of-the-chapter problems in the text. You should do reasonably well on the quizzes if you can do the end-of-the-chapter assigned problems. Last year s Quiz Section quizzes and solutions are posted on Canvas.

Unlike the Sapling e-quizzes, performance on graded Quiz Section quizzes is a strong predictor of exam performance. Quiz Section quiz problems are similar to exam problems in difficulty. End-of-Chapter Problems: There are specific end-of-chapter problems listed below that I very strongly recommend you work prior to the quiz section quiz. This is important for your learning. If University finances permitted it, I would require that you submit these problems weekly for grading, but the end-of-chapter problems are optional. Regrade Submissions: If you believe we have made an error in grading a quiz or exam, you can submit the unaltered (make no marks on your paper!) work for a regrade. You must submit your paper to Professor Hopkins or your TA within one week of its return to you. Please staple to the front of the resubmission a separate page describing what you believe was graded incorrectly. Your choice to resubmit authorizes us to regrade the entire quiz or exam (not just the portion you believe includes the error). Please also assume that we have a photocopy of the original submission; it academic misconduct to submit altered work for a regrade. How to Succeed: Success in organic chemistry is more about discipline than about intelligence. You don t need to be Albert Einstein to get a 4.0! But you will need discipline. Three keys to success are keeping up to date, practicing, and being strategic about memorization. Stay up-to-date. Organic chemistry has been called relentlessly cumulative. Each concept that is introduced is then built upon with new concepts. If you slack off in week three, it might be impossible to understand the concepts in week four. Use all of the lectures, the text, the e-homework, end-of-chapter problems, quiz section, and professor and TA office hours (the professor does not bite) to stay on top of the material. Set aside time every day to assure you make steady progress. The cumulative nature of the subject makes it nearly impossible to cram at the end of the quarter. Practice, practice, practice. Watching someone else do organic chemistry (your professor, your TA) is not a way to learn it. Furthermore, even reading the textbook is just the first step. You have to participate with pencil and paper and problems. There is something about the act of physically drawing molecules that will help you to remember and understand the subject. Memorize Selectively. It is true that success in organic chemistry requires memorizing many things. But the trick is to figure out the minimum number of things to memorize, to memorize the key principles not the individual examples. As noted above there are millions of organic substances. You cannot possibly memorize all of their structures and the products each affords when exposed to a hundred different reaction conditions. But by memorizing the principles that govern structure, and the principles that govern reactivity, you will be able to explain the experimental outcomes for a huge number of reactions. Look for patterns! Academic Ethics: You are expected to know and adhere to the Student Conduct Code (see http://www.washington.edu/students/handbook/conduct.html), including provisions concerning intentional misrepresentation of credentials, falsification of data, and plagiarism. Failure to adhere to this code is a serious offense; perceived violations will be reported. If you not done work yourself, do not present it as your original work. Disability Services: Disability Resources for Students (DRS) offers resources and coordinates reasonable accommodations for students with disabilities. Reasonable accommodations are

established though an interactive process between you, your instructor(s) and DRS. If you have not yet established services through DRS, but have a temporary or permanent disability that requires accommodations (this can include but not limited to mental health, attention-related, learning, vision, hearing, physical or health impacts), you are welcome to contact DRS at 206-543-8924 or uwdrs@uw.edu or disability@uw.edu. If you have already established accommodation with DRS, please communicate your approved accommodations to your instructor at your earlier convenience so we can discuss your needs in this course.

Tentative Schedule: Week 1 (9/25) Week 2 (10/2) Week 3 (10/9) Week 4 (10/16) Week 5 (10/23) Week 6 (10/30) Week 7 (11/6) Week 8 (11/13) Week 9 (11/20) Week 10 (11/27) Week 11 (12/4) Finals Week (12/11) Monday Tuesday Wednesday Friday (Quiz Section) NO CLASSES 1.1-1.7 1.8-1.12 2.1-2.3 Quiz 1 2.4-2.7 2.8-2.10 2.11-3.3 Quiz 2 3.4-3.7 3.8-3.9 4.1-4.2 Quiz 3 EXAM I 4.3, hydroboration Ch. 1-3 4.4-4.7 Quiz 4 4.8-4.10 4.11 5.1-5.4 Quiz 5 5.5, diazonium ions 5.6-5.7 5.8-5.10 Quiz 6 6.1-6.4 Veteran s Day (No Class) 6.5-6.6 Quiz 7 6.7-6.10 EXAM II Ch. 4-6 7.1-7.5 Quiz 8 7.5-7.6 Gobble, gobble (No Class) 7.6-7.9 Quiz 9 8.1-8.3 8.3-8.5 8.6-8.8 Quiz 10 9.1-9.8 9.8-9.10 FINAL EXAM Tuesday, December 12 2:30-4:20 p.m. BAG 131 End of Chapter Problems: Chapter 1: 1.32, 1.36, 1.40, 1.49, 1.52, 1.55, 1.56, 1.60, 1.64, 1.66, 1.67, 1.68 Chapter 2: 2.39, 2.40, 2.43, 2.45, 2.52, 2.54, 2.56, 2.61, 2.63, 2.65, 2.66, 2.68 Chapter 3: 3.26, 3.31, 3.37 (don t name them), 3.41, 3.42, 3.48, 3.49, 3.50, 3.55, 3.56, 3.58 Chapter 4: 4.28, 4.33, 4.35, 4.38, 4.41, 4.45, 4.48, 4.52, 4.55, 4.57, 4.62, 4.64, 4.66 Chapter 5: 5.27, 5.33, 5.44, 5.47, 5.49, 5.53, 5.54, 5.55, 5.56, 5.57, 5.59, 5.60 Chapter 6: 6.29, 6.34, 6.39, 6.42, 6.43, 6.49, 6.54, 6.56, 6.60, 6.62, 6.63, 6.64 Chapter 7: 7.29, 7.30, 7.31, 7.32, 7.33, 7.38, 7.41, 7.51, 7.55, 7.56, 7.57, 7.62 Chapter 8: 8.33, 8.34, 8.36, 8.39, 8.47, 8.49, 8.53, 8.55, 8.61, 8.63, 8.64, 8.66 Chapter 9: 9.25, 9.30, 9.32, 9.37, 9.39, 9.43, 9.47, 9.48, 9.51, 9.52, 9.54, 9.56