ORGANIC CHEMISTRY II CHEM 228 - SECTION 503 (MWF 12:40AM-1:30PM CHEM 2102) FALL 2014 Instructor: Dr. Patricio Santander Office: Room 001 I Phone: (979) 862-4004 E-mail: [email protected] 1. Course Description: In this second half of Organic Chemistry (Chem 228) we will start with the spectroscopic techniques used for structure determination of natural or synthetic products. Then we will continue having a closer look at the characteristic properties and chemical reactions of dienes, aromatic, carbonyl, amine and heterocyclic compounds with special emphasis on mechanisms of reaction and its application to synthesis. Finally we will explore the chemistry and properties of biomolecules such as carbohydrates, amino acids, peptides and proteins. 2. Prerequisites: Credit for Chem 227 is necessary for enrollment in this course. 3. Text / Electronic resources: John McMurry, Organic Chemistry, 8th edition, Brooks/Cole Publishing, 2012. Read carefully the email message you received from Prof. Kenn Harding on August 15 with Text-book and OWL information. If you do not have it, ask me and I’ll send it to you again. 4. Molecular Models: Darling Model kits, usually sold by the student affiliate chapter of the American Chemical Society at Texas A&M. They are very useful for visualizing the geometry and 3D nature of molecules; however they are not required. 5. Internet Resources: For each chapter there will be graded assignments in the form of “Simulations, Visualization, Mastery and Tutorials” (SVMT) and “End of Chapter Questions” (EOCQ) on the Online Web-Based Learning site (OWL). The SVMT portion gives you the chance to “master” the use of a particular concept; you have as many tries as you may need until you get the answer right. Many of the exercises have multiple variants, so even after you got the answer right, you may want to continue practicing until you really feel that you have mastered that kind of problem. After this, and after you have worked the “end of chapter problems” from the textbook and you feel confident, you can proceed to work on the EOCQ on OWL; this is a sort of Quiz on-line where you will have a limited number of attempts to get the answer right. You are expected to work this last section by yourself. I will post regularly other course information and handouts on eCampus. 6. Office Hours: I will be available in my office Monday through Friday from 3:00 to 4:45pm. Should these times not be convenient for you I will try to meet you at other appointed time. Also, feel free to drop by at any other time; if I am in the office and have the time I’ll be glad to see you. You can also communicate with me via e-mail (I reply). 7. Supplemental Instruction: I will offer a Help Session every Sunday before exams at 5:00pm in Rm 2104. 8. A key to success: The nature of this course calls for a very serious and disciplined use of your 3 T’s: Time, Talent and Treasure. Time: Some estimate that about an hour a day of textbook reading and problem solving is a good start; another 2.5 hours a week of class attendance does not sound so heroic… so,… be there! Chem 228 / Patricio Santander (Fall 2014)Talent: You have already learned the basics of General Chemistry and many important concepts and reactions in Organic Chemistry I that you just need to continue nourishing with additional information and concepts and then build up new skills by solving problems and… a lot of problems. Treasure: Your tuition and fees plus textbooks bills are significant. Read the textbook!, Use the internet resources!, use all the help that is offered to you! 9. Learning Outcomes: 1. Identify functional groups and use the systematic nomenclature to write names and draw structures of aromatics, aldehydes, ketones, carboxylic acids, amines, carbohydrates and peptides including stereochemistry. 2. Use Mass Spectrometry and UV-Vis, IR and NMR spectroscopic techniques for the structural elucidation of organic compounds. 3. Predict the reactivity, stereochemistry and regiochemistry of particular reactions based on the nature of reaction intermediates. 4. Master the use of reactions of aromatic compounds, aldehydes, ketones, carboxylic acids and their derivatives, amines, carbohydrates and amino acids. 5. Use the knowledge of the approximately 100 reactions covered to outline synthetic schemes - including the use of protecting groups- for the preparation of more complex molecules. 6. Use the principles of thermodynamics and kinetics to predict the course of chemical reactions. 7. Apply the concepts and make the proper choice of reagents used in oxidations and reductions of organic compounds. 8. Predict the main kinds of reaction mechanisms based on structure of substrates, reagents, type of solvent and other reaction conditions. 9. Write reaction mechanisms for the main types of reactions covered using the curved arrows formalism. 10. Solve integrated problems making use of all the concepts and skills acquired. 10. Course Grade: Grades will be determined based on 700 total points allocated as follows: OWL Work (SVMT (30%) + EOCQ (70%)) = (30+70) Unit Exams (50 minutes) 4 x 100 points each = 400 Final Exam (120 minutes) 1 x 200 points = 200 Total Points = 700 Unit Exams: These exams cover material in the text and the lectures; they are comprehensive but with major emphasis on the corresponding unit chapters. A tentative schedule is given below. Changes will be announced at least three days in advance. Final Exam: Monday December 15 from 10:30 am to 12:30 pm in Rm 2102. It will consist of at least one fifth covering of Chapters 24 and 26 and the rest comprehensively covering Chapters 12-16, 19-23 and 25. After grading, this exam will not be returned to you. You may, however, look at your exam in my office. Excused Absences: Makeup examinations for major exams or other graded work will be given only for University-excused absences when the appropriate documentation is provided within the time frame specified in the 2006-07 TAMU Rules and Regulations. For more details see TAMU Explanatory Statement for Absence from Class form available at: http: //shs.tamu.edu/forms.htm. You may use this form to document excused absences of less than three days if you do not have a Chem 228 / Patricio Santander (Fall