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CHM 234.102: Organic Chemistry I Fall 2012 Course Instructor Dr. Kathleen M. Halligan Office: C-107A Phone: 815-6872 Email: [email protected] Office Hours: Monday: 10-11, Tuesday: 2-3:15, Wednesday: 10-11:30, Thursday: 2-3:15 Course web site: http://faculty.ycp.edu/~khalliga Course Materials 1. Paula Yurkanis Bruice, “Organic Chemistry” 6th Edition, Prentice Hall, 2011, ISBN 10: 0-321-66313-6 or ISBN 13: 978-0-321-66313-9 (International edition). 2. Paula Yurkanis Bruice, “Study Guide and Solutions Manual for Organic Chemistry” 6th Edition, Prentice Hall, 2011, ISBN 10: 0-321-67682-3. 3. Molecular Visions Molecular Model Set by Darling Models, ISBN 0-9648837-1-6. 4. Colored pens and pencils are highly recommended. Please bring a few to lecture. Course Description This is the first of a two-semester course in organic chemistry. Topics include electronic structure and bonding, acids and bases, introduction to organic functional groups, Infrared spectroscopy, UV/Vis spectroscopy, 13C NMR spectroscopy, alkanes, alkenes, stereochemistry, alkynes, multi-step synthesis, molecular orbital theory, substitution and elimination reactions, alcohols, ethers and epoxides. Prerequisite: Students in this course should have successfully completed CHM 136 or CHM 146 with a grade of 2.0 or higher. Objectives: It is the overall intention of this course for students to learn how to apply concepts they learn to new situations and problems by forming effective problem-solving strategies. Additionally, students who successfully complete this course should be able to: 1. Draw organic structures and depict their orbital hybridization. 2. Predict acid and base properties for organic molecules. 3. Provide correct IUPAC names for organic compounds. 4. Predict physical properties for organic compounds. 5. Interpret and predict IR spectra. 6. Understand how stereochemistry plays a role in reactions. 7. Design multistep syntheses using alkene, alkyne, acidic, basic, substitution, elimination, and addition type reactions. 8. Draw mechanisms for all organic reactions discussed during the semester. Techniques: It would be very helpful for you to “preview” the assigned reading before lecture. The powerpoint lecture notes will be available before class on the course website for you to download and use during class. Although homework will be collected and graded, it is essential that you do as many problems as you can. Group activities and class participation should enhance your problem-solving skills and will be used frequently during class. We will also be using the molecular model sets regularly during lecture to help visualize stereochemical features of organic compounds. In addition, laboratory experiments will allow you to gain practical experience with many of the topics covered during the course. Attendence It will be imperative for you to attend lecture if you plan to succeed in this course. Class attendance however, will not be used as a grading criterion. If you are absent from class, it will be your responsibility to make up the work you missed, get any course announcements from the website and contact me if you have any questions concerning the material you missed. Examinations There will be three in-class, 75 minute, closed-book examinations and a final comprehensive examination. A missed exam that results from an excused absence must be taken as soon as possible. Only under extreme circumstances will absences be excused. If you are going to miss an exam, contact the professor in advance in order to be excused. If the exam is not taken, it will count as a “zero.” Quizzes There will be seven quizzes given throughout the semester at the beginning of lecture according to the schedule provided. You must be present to take the quiz. The lowest quiz score will be dropped, so there will be no make up quizzes given due to an absence. Approximately 10 minutes will be given for the quizzes. Homework There will be 6 graded homework assignments throughout the semester; however, you are encouraged to work as many problems from the textbook as you can to get more practice. During lecture, we will do example problems from worksheets and the textbook. Sometimes, we will not get through all of the worksheet problems in class, however, you are responsible for all of the worksheet problems. Use the Study Guide and Solutions Manual to check your work from the textbook. Worksheet answer keys will be posted on the course website after we finish them in class. You are encouraged to work in groups and help each other out. If you have questions, please don’t hesitate to visit me during office hours or the organic tutors in the LRC (Check the course website for their schedule). Projects There will be one project assigned during the semester. The details for the project will be discussed during lecture. The intent is to connect what you are learning in the classroom to research and development in the real world. Laboratory Satisfactory completion of all lab work is required in order to pass this course. A lab manual will be available in the York College bookstore that describes this part of the course. Grading Hour Exams Final Exam Quizzes Homework Project Laboratory 42% 15% 10% 4% 4% 25% Grade 4.0 3.5 3.0 2.0 1.0 0.0 W INC % Points 92-100 86-91 80-85 68-73 56-67 0-55 Withdrawal (deadline is 10/26/2012) Incomplete Academic Integrity York College’s mission statement stipulates that strict adherence to principles of academic honesty is expected of all students. Therefore, academic dishonesty will not be tolerated at York College. Academic dishonesty refers to actions such as, but not limited to, cheating, plagiarism, fabricating research, falsifying academic documents, etc., and includes all situations where students make use of the work of others and claim such work as their own. When a faculty member believes a student has committed an act of academic dishonesty, the faculty member must inform the student in writing and then has ten business days from that written notification to the student to report the incident to the Dean of Academic Affairs and the Department Chair. Documentation related to instances of academic dishonesty will be kept on file in the student’s permanent record. If the academic dishonesty is the student’s first offense, the faculty member will have the discretion to decide on a suitable sanction up to a grade of 0 for the course. Students are not permitted to withdraw from a course in which they have been accused of academic dishonesty. See the Student Handbook for More details concerning this policy. Communication Standards York College recognizes the importance of effective communication in all disciplines and careers. Therefore, students are expected to competently analyze, synthesize, organize, and articulate course material in papers, examinations and presentations. In addition, students should know and use communication skills current to their field of study, recognize the need for revision as part of their writing process, and employ standard conventions of English usage in both writing and speaking. Students may be asked to further revise assignments that do not demonstrate effective use of these communication skills. York College Disability Statement If you are a student with a disability in need of classroom accommodations and have not already registered with Linda Miller, Disability Support Services Coordinator, please contact her at 815-1785 or [email protected] to discuss policies and procedures related to disability services and establish the accommodations for which you are eligible. **ALL DETAILS OF THIS SYLLABUS ARE SUBJECT TO REVISION BY THE PROFESSOR Schedule for CHM 234.102 Date Topic Aug. 28 Ch. 1: Structure and Bonding Aug. 30 Ch. 1: continued Ch. 7.1-7.6: Delocalized electrons and Their Effect on Stability, Reactivity Sept. 4 Ch. 1: continued (Acids and Bases) Sept. 6 Quiz 1 Ch. 2: Introduction to Organic Compounds Sept. 11 Ch. 2: continued Sept. 13 Ch. 2: continued Ch. 13: Infrared Spectroscopy (13.8-13.16) Sept. 18 Ch. 13: IR continued Sept. 20 Quiz 2 Ch. 13: IR continued Sept. 25 EXAM 1: Chapters 1, 7.1-7.6, 2, and 13.8-13.16 (IR) Sept. 27 Ch. 3: Alkenes: Structure and Nomenclature, and an Introduction to Reactivity, Thermodynamics and Kinetics Oct. 2 Ch 3. Continued Oct. 4 Ch. 7.7: Diene Stability Ch. 13.17-13.21: UV/Vis Spectroscopy Oct. 9 Quiz 3 Ch. 4: Reactions of Alkenes Oct. 11 Ch. 4 continued Oct. 16 FALL BREAK Oct. 18 Ch. 4: continued Ch. 7.9-7.12: Thermodynamic vs. Kinetic control, Diels-Alder HW HW-1 HW-2 HW-3 Oct. 23 Quiz 4 Ch. 5: Stereochemistry: The Arrangement of Atoms in Space: The Stereochemistry of Addition Reactions Oct. 25 Ch. 5 continued Oct. 30 Ch. 5 continued Nov. 1 EXAM 2: Chapters 3, 4, 5, 7.7, 7.9-7.12, and UV-vis Nov. 6 Ch. 6: The Reactions of Alkynes, An Introduction to Multistep Synthesis Nov. 8 Ch. 6: continued **Optional Rough Draft for Project is Due Nov. 13 Quiz 5 Ch. 8: Substitution Reactions of Alkyl Halides Nov. 15 Ch. 8: continued Nov. 20 Quiz 6 Ch. 9 Elimination Reactions of Alkyl Halides, Competition between Substitution and Elimination Nov. 22 THANKSGIVING BREAK Nov. 27 Ch. 9 continued Nov. 29 Quiz 7 Ch. 9 continued Dec. 4 EXAM 3 (Chapters 6, 7,8 and 9) Dec. 6 Ch. 10: Reactions of Alcohols, Ethers, Epoxides, Amines and Sulfur-containing Compounds Dec. 11 Jeopardy Review **Final Draft for Project is Due Dec. 15 CHM 234.102 FINAL EXAM (8:00– 10:00 AM) HW-4 HW-5 HW-6