SYLLABUS CHEMISTRY ORGANIC CHEMISTRY I Fall 2013

Transcription

1 SYLLABUS CHEMISTRY ORGANIC CHEMISTRY I Fall 2013 Instructor: Dr. Kevin H. Shaughnessy Phone: Office: 2007 SHLB [email protected] Class: MWF 10:00 10:50, W 6:30 7:50, 1004 Shelby Hall Class Final: Wednesday, December 11 th, 11:30 AM 2:00 PM, 1004 SHLB Office Hours: WF 11 AM -12 PM, Tu 2-3 PM in 2007 SHLB, or by appointment Class webpage: see the Blackboard Learn page for this course Required Materials: Brown, Foote, Iverson, and Anslyn (BFIA), Organic Chemistry, 6 th ed. OWL access code Turning technology response meter Optional Materials: Iverson and Iverson, Organic Chemistry: Student Study Guide and Solution Manual 6 th ed. Molecular model set (highly recommended) Prerequisites: Passing grade in CH 102 or 118 or equivalent credit Course Description: This course is the first semester in the year long sequence in organic chemistry. This course will focus on the nomenclature, properties, and structures of alkanes, alkyl halides, alkenes, alkynes, alcohols, and ethers as well as the stereochemistry of alkenes and tetrahedral centers. Alkene and alkyne addition reactions, substitutions of alkyl halides and alcohols, and elimination reactions will be studied with a focus on the mechanism of these reactions and their application in organic synthesis. Finally, the use of IR spectroscopy to determine the structure of unknown organic compounds will be taught. Learning Outcomes: Students completing this class will: understand the structure and bonding of organic molecules be able to recognize and assign stereochemical designations of organic compounds be able to predict products from reactions of alkenes, alkynes, alkyl halides, alcohols, and ethers based on a mechanistic understanding of these reactions and apply these reactions in multi-step syntheses be able to determine the structure of simple organic molecules using IR spectroscopy. The majority of you who are not chemistry majors may wonder why you are required to take this class and what you can get out of it. My biased opinion is that organic chemistry has great relevance for all students in biology and chemical engineering as well as those pursuing careers in health-related fields. Organic chemistry is important for biologists and health professionals because nearly all of biochemistry involves the organic chemistry you ll learn in this class or in CH 232. For chemical engineers, understanding the properties of organic molecules and how reactions occur is critically important to understanding the processes in an industrial plant. Even if you don't buy the relevance of this class to your field, organic chemistry teaches important problem solving skills that are directly relevant to all scientists, engineers, and health professionals.

2 Homework: OWL (Graded): For each chapter that we cover, you will be assigned a series of short problem sets on the Online Web-Based Learning site (OWL). The dates for these assignments will be announced in class and on the class website. You are responsible for keeping track of these deadlines. Extensions will not be granted. See the class web site for instructions on gaining access to OWL. Take home problem sets (Graded): There will be 5 take home problem sets assigned during the semester. Problem sets will be handed out in class and available from the class web site approximately one week before they are due (see the schedule below for due dates). The problem sets will familiarize you with the types of problems that I ll be asking on the exams. Book Problems (Not Graded): There is a list of suggested problems from the book at the end of this syllabus. I will not collect or grade this work, but it will be in your best interest to do these problems. Understanding these types of questions will be good preparation for the exams. In Class Assignments: There will be at least 22 in class quizzes using the response meter system. The dates for these quizzes will not be announced. The top 20 quiz grades will be used. Exams: Four 1.5 hour exams will be given during the semester as well as a 2.5 hour final at the end of the term. You will only be responsible for topics discussed in class. Exams during the semester will be given during the Tuesday evening meeting time on the dates indicated below in the class schedule. Grading system. The grading breakdown is listed below. The final exam can be used to replace your lowest exam score (percentage) if this will improve your grade. The final exam grade will not replace exams given a 0 due to an unexcused absence or academic misconduct. At the instructor s discretion, grade ranges may be extended below the standard University grading scale (i.e. a grade of 89 will at least be a B+, but may be assigned a grade of A- depending on the class average). Exams (4 100 points each) Final Exam OWL Homework In Class Work Problem sets (4 5 points each) Total 400 points 200 points 40 points 40 points 20 points 700 points Policy on Missed Homework and Exams: Homework: Late homework assignments will be accepted only in cases of documented medical issue on the date the assignment was due. If you will be absent on the day problem sets are due, you must turn in the assignment ahead of time. In Class Assignment: Missed in class assignments can not be made up or excused under any circumstance. It is your responsibility to ensure that you have your clicker and that it is working. Exams: There will be no makeup exams, except in cases of student participation in UAsponsored event during the time of an exam (excuses due to activities sponsored by sororities, fraternities, church groups, or other similar organizations will not be accepted). You must provide a memo on UA letterhead from the sponsor/coach/advisor of the group prior to the exam, preferably at the beginning of the semester. The makeup exam must be taken prior to the exam date. In the case of a missed exam due to a documented medical or personal issue, the final exam grade percentage will be used in place of the missed exam. An unexcused absence from an 2

3 exam will result in a grade of 0 that cannot be replaced (see above). Missing more than one exam under any circumstances will result in an incomplete for the course. Attendance Policy: There is no formal attendance policy for this course. Your attendance will provide you the best chance of doing well. In addition, you will only receive credit for the in class assignments if present. Chapter outlines. Outlines for each chapter will be made available on the class website. These will be posted as we begin each chapter. The outlines will show you which book chapters we have discussed and remind you of key points from each section. Review sessions. Review sessions will be held during the Wednesday evening class period except when exams are scheduled. Attendance at these sessions is voluntary, but is highly recommended. No new material will be covered. These sessions will be exclusively for answering questions from the lectures and homework problems. Additional review sessions will be held on Sunday evenings prior to each exam (see class schedule). Keys to success in this class. You've all successfully made it through general chemistry, so you have an idea of the amount of dedication required. The amount of material and the degree to which organic builds on itself is higher than in general chemistry. If you follow the keys below, you'll give yourself the best chance to succeed. Come to class: There is a very good correlation between class attendance and how well you do will do in this course. Some students may be able to earn a good grade without attending class, but I find that the students who struggle most, rarely come to class. Be prepared: You will get the most out of class if you have read the sections to be covered that day. Ask questions: If you don t understand something, ask me in class, recitation session, or privately. Keep up: This course is cumulative and covers a lot of content. You will find it much easier if you study a little bit each week, or even better after each lecture. Study however you find most useful: flashcards, review outlines, practice problems, reaction lists, etc. At an absolute minimum, I would recommend studying for at least one hour/class hour each week. Practice, Practice, Practice: Organic chemistry, like any skill, is best learned by doing. The best possible advice that I can give you is to work as many example problems as you can find. Start with my problem sets, OWL, and the book; but also look for other sources of problems. When working problems, avoid looking up the answer until you've made a serious effort at solving it yourself. Make sure that you understand why the correct answer is the right one, even if you got it right. Learn fundamental concepts: Unlike many classes, organic chemistry is very difficult to learn by rote memorization. If you understand the concepts, you will find it much easier to keep track of the large amount of information, and more importantly be able to apply it on the tests. Again, practice, practice, practice. Get help early if you need it. If you get behind, it can be very difficult to catch up. If you feel you are falling behind, increase your effort. Also consider getting outside help. I am happy to work with you during office hours. If you feel you need more extensive help, consider hiring a tutor. A list of active tutors is available from the Chemistry Department. The Center for Academic Success offers walk-in and individual tutoring for organic chemistry. 3

4 Academic Misconduct: All students in attendance at the University of Alabama are expected to be honorable and to observe standards of conduct appropriate to a community of scholars. The University expects from its students a higher standard of conduct than the minimum required to avoid discipline. Academic misconduct includes all acts of dishonesty in any academically related matter and any knowing or intentional help or attempt to help, or conspiracy to help, another student. The Academic Misconduct Disciplinary Policy will be followed in the event of academic misconduct. Disability Accommodation: If you are registered with the Office of Disability Services, please make an appointment with me as soon as possible to discuss any course accommodations that may be necessary. If you have a disability, but have not contacted the Office of Disability Services, please call (205) (Voice) or (205) (TTY) or visit 133-B Martha Parham Hall East to register for services. Students who may need course adaptations because of a disability are welcome to make an appointment to see me during office hours. Students with disabilities must be registered with the Office of Disability Services, 133-B Martha Parham Hall East, before receiving academic adjustments. Severe Weather Protocol: In the case of a tornado warning (tornado has been sighted or detected by radar; sirens activated), all university activities are automatically suspended, including all classes and laboratories. If you are in a building, please move immediately to the lowest level and toward the center of the building away from windows (interior classrooms, offices, or corridors) and remain there until the tornado warning has expired. Classes in session when the tornado warning is issued can resume immediately after the warning has expired at the discretion of the instructor. Classes that have not yet begun will resume 30 minutes after the tornado warning has expired provided at least half of the class period remains. UA is a residential campus with many students living on or near campus. In general classes will remain in session until the National Weather Service issues safety warnings for the city of Tuscaloosa. Clearly, some students and faculty commute from adjacent counties. These counties may experience weather related problems not encountered in Tuscaloosa. Individuals should follow the advice of the National Weather Service for that area taking the necessary precautions to ensure personal safety. Whenever the National Weather Service and the Emergency Management Agency issue a warning, people in the path of the storm (tornado or severe thunderstorm) should take immediate life saving actions. When West Alabama is under a severe weather advisory, conditions can change rapidly. It is imperative to get to where you can receive information from the National Weather Service and to follow the instructions provided. Personal safety should dictate the actions that faculty, staff and students take. The Office of Public Relations will disseminate the latest information regarding conditions on campus in the following ways: Weather advisory posted on the UA homepage Weather advisory sent out through Connect-ED Weather advisory broadcast over WVUA at 90.7 FM Weather advisory broadcast over Alabama Public Radio (WUAL) at 91.5 FM Weather advisory broadcast over WVUA 7. WVUA 7 Storm Watch provides a free service you can subscribe to that allows you to receive weather warnings for Tuscaloosa via , pager or cell phone. Check for details. UA Emergency Information: UA's primary communication tool for sending out information is through its web site at In the event of an emergency, students should consult this site for further directions. Additional course specific information will be provided on Blackboard Learn in the case of an emergency. 4

5 Tentative Class Schedule Date Topic Suggested Reading (BFIA) 8/21 Class Introduction CH1: Covalent Bonding and Shapes of Molecules Sections /21 PM Review session: Using OWL 8/23 CH1: Covalent Bonding and Shapes of Molecules Sections /26 CH1: Covalent Bonding and Shapes of Molecules Sections /28 CH2: Alkanes and Cycloalkanes Sections /28 PM Review Session 8/30 CH2: Alkanes and Cycloalkanes Sections /2 Labor Day No Class 9/4 CH2: Alkanes and Cycloalkanes Section 2.5 9/4 PM Review Session 9/6 CH2: Alkanes and Cycloalkanes Section 2.6 9/9 CH2: Alkanes and Cycloalkanes Sections /11 CH3: Chirality Sections /11 PM Review Session 9/13 CH3: Chirality Sections Problem Set 1 Due 9/15 Exam 1 Review Session 9/16 CH3: Chirality Sections /18 CH4: Acids and Bases Sections /18 PM Exam 1 Chapters 1-3 9/20 CH4: Acids and Bases s Sections /23 CH4: Acids and Bases Sections /25 CH5: Alkenes: Bonding, Nomenclature, and Sections Properties 9/25 PM Review 9/27 CH5: Alkenes: Bonding, Nomenclature, and Properties Sections /30 CH6: Reactions of Alkenes Sections /2 CH6: Reactions of Alkenes Sections /2 PM Review Session 10/4 CH6: Reactions of Alkenes Problem Set 2 Due Sections /6 Exam 2 Review Session 10/7 CH6: Reactions of Alkenes Sections /9 CH7: Alkynes Sections Mid-Term Grades Posted 10/9 PM Exam 2 Chapters /11 CH7: Alkynes Sections /14 CH7: Alkynes Section /16 CH8: Haloalkanes Sections /16 PM Review 10/18 CH8: Haloalkanes Sections , /21 CH9: Nucleophilic Substitution and Elimination Sections

6 10/23 CH9: Nucleophilic Substitution and Elimination Sections /23 PM Review Session 10/25 CH9: Nucleophilic Substitution and Elimination Section 9.4 Problem Set 3 Due 10/27 Exam 3 Review Session 10/28 CH9: Nucleophilic Substitution and Elimination Section /30 CH9: Nucleophilic Substitution and Elimination Section 9.7 Last Day to Drop the Class w/ W 10/30 PM Exam 3 Chapter /1 Fall Break No Class 11/4 CH9: Nucleophilic Substitution and Elimination Sections /6 CH10: Alcohols Sections /6 PM Review Session 11/8 CH10: Alcohols Sections /11 CH10: Alcohols Sections /13 CH10: Alcohols Sections /13 PM Review Session 11/15 CH11: Ethers, Epoxides, and Sulfides Sections Problem Set 4 due 11/17 Exam 4 Review Session 11/18 CH11: Ethers, Epoxides, and Sulfides Sections /20 CH11: Ethers, Epoxides, and Sulfides Sections /20 PM Exam 4 Chapters /22 Chapter 12: IR Spectroscopy Sections /25 Chapter 12: IR Spectroscopy Sections /27 Thanksgiving No Class 11/29 Thanksgiving No Class 12/2 Chapter 12: IR Spectroscopy Sections /4 Catch-up and review 12/4 PM Review Session 12/6 Catch-up and review 12/11 Final Exam 11:30 AM 2:00 PM Chapters 1-12 Dates in Bold indicate Exams and Problem Set due dates, which will not be changed unless announced in class and on the class web site. The lecture schedule above is tentative. Class lectures may be ahead or behind the printed schedule. The specific sections to be covered for each exam will be announced in class and on the class web site prior to the exam. 6

7 Suggested Problems from the Text The majority of end of chapter questions can be found in the OWL homework system. Some of these will be assigned as graded homework. The remaining questions will be made as an optional assignment to give you additional practice. The problems listed below are not in OWL, but will provide additional practice. I encourage you to work these problems as well. Chapter Suggested Problems 1 40, 41, 50, 53, 54, 55, 62, 66, 67, 69, 70, 71, , 35, 36, 45, 46, 58, 59, 62, , 32, , 31, 45, 46, 49, , 25, 27, 32, , 21, 24, , 21, 23, 26, 29, 30, 31, 42, 44, , 43, , 30,