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1 Spring 2016 Chem 316 Overview Instructor: Prof. Lawrence Williams Room: WL Auditorium Day/Time: Monday/Wednesday 3:20 4:40 pm Office hours: Monday/Wednesday 4:40 5:30 pm (Rm. 276) Student Mentors: Matt, Ryan, Shadia, Maddy, Debanjan, Hinal, Qasim, Saif, Kyrollos & Ifrah; office hours TBA Recitation (Instructor: TBA): office hours TBA Textbook: Clayden, Greeves, Warren & Wothers: Organic Chemistry (ISBN: ) Workbook: Warren: Solutions Manual to Accompany Organic Chemistry (ISBN: ) (available at the Rutgers bookstore) Syllabus: See below. Grading: Grades will be based primarily on 3 midterms, a final exam, and chapter quizzes. Midterm exams are 100 points each. The final is cumulative and worth 100 points. The quizzes are 10 points each. Assignments: Prior to attending each class you are expected to read the relevant Chapter, listen to the ScreenCam lecture, consider the Workbook problems, be prepared for a quiz, and participate in the lecture discussion. Attendance is mandatory. Lecture Notes: Lecture notes and ScreenCams will be posted on Sakai. Homework: Other than Assignments, above, you are expected to work through all relevant Homework problems. No graded homework will be given. One approach to understanding this material is to work, rework, and then rework again the problems; each time, think about intrinsic reactivity, structure in the ground and transition states. The best results are obtained when the Teaching Interns are frequently used as a resource for clarification and instruction. Exam Schedule: See below.

2 Chem 316 Syllabus Topic Chapter First Discussion Day INTRODUCTION & REVIEW Conformational Analysis & Structure Determination Conformational Analysis 16 1/20 Advanced Structure Determination by NMR 31 1/27 POLAR REACTIONS C-C -Bond: Reactions with Electrophiles and Nucleophiles Elimination Reactions 17 2/3 Addition Reactions 19 2/17 Oxygen Substituted Alkenes On your own. -- *** Electrophilic Aromatic Substitution 21 2/24 Nucleophilic Addition to C-C -Bond 22 2/29 Substitution and Addition Reactions of Enolates & Related Species Enolates in SN2 Reactions 25 3/2 Spring Break 3/12-20 Enolate Addition to Aldehydes and Ketones 26 3/23 Enolate Addition to Esters Enolate Addition to Electrophilic Alkenes NONPOLAR REACTIONS & COMPLEX SYSTEMS Reactions without intermediates Cycloadditions 34 4/4 Sigmatropic Reactions & Electrocyclizations 35 4/11 Reactions of Non-polar Reactive Intermediates Radicals 37 4/18 Carbenes 38 4/27

3 Chem 316 Exam Schedule Exam February 15 Conformational Analysis 16 Structure Determination by NMR 31 Elimination Reactions 17 Exam March 21 Addition Reactions 19 [Oxygen substituted alkenes 20] Electrophilic Aromatic Substitution 21 Electrophilic Alkenes 22 SN2 Reactions of Enolates 25 Exam April 25 Enolate Addition 26 Cycloadditions 34 Sigmatropic Reactions & Electrocyclizations 35 Radicals 37 Final Exam TBA (as per finals schedule) Cumulative (including Chapter 38, Carbenes)

4 Chem 316 Exam Instructions To avoid potential grading problems, please read these directions carefully. Exams: Please arrive early to the exams. We will start and end promptly. Students who have special accommodations should contact the Disabilities Office at the start of the semester. Note on Academic Integrity: The instructional staff works hard to protect the honest efforts of our students and will enforce the highest standards of academic integrity. All violations of academic integrity will be processed through the university judicial system. You should expect that, according to the judicial code, dishonesty on an exam will lead to separation from the University. We also request your help in maintaining the highest standards of academic integrity. If someone in the course commits an act of academic dishonesty, it is you, the students, who are most immediately injured. If you become aware of violations against the Code and do not do anything about it, you bear some responsibility for the adverse effect it has on your colleagues. Have respect for yourself, your colleagues, and your institution: Don t cheat and don t tolerate cheating. What you MUST bring to an Exam: Your picture ID and a pencil. What you MAY bring to an Exam: An eraser and a pre-built molecular model of decalin or cyclohexane. No other materials are allowed. Other materials that contain chemical information, or allow access to chemical information, including multimedia devices, are not permitted. Possession of anything of this sort will be treated as a matter of premeditated academic dishonesty. Do not bring food or beverages, other than water, to the exam. In the exam room, you will be asked to set everything that is not approved, including all electronic devices, books and papers, coats, jackets, sweaters, and backpacks, etc. at the perimeter of the room away from all seats, and you will not be able to access these during the exam. Makeup Exams: Missing an exam is a serious issue. Please notify Prof. Williams immediately that you will miss or that due to an emergency you have missed an exam. Issues of this sort will be addressed only as needed, but under no circumstance should you come to me to discuss an absence of this sort without having contacted me as described here and with ample evidence of an emergency that has already been approved by your Dean. Answer Keys & Posted Exam Data: Exam answer keys will be posted on Sakai shortly after each exam. Once graded, the mean, median, and standard deviation of each exam will be posted, as well. The exams will be returned as soon as possible. Grading Errors: If you believe a grading error has been made on your exam you may request that the exam be graded again. Follow this procedure: (1) make a copy of your exam for your records and provide Prof. Williams with the original no later than 7 days after the graded exam is returned to you. (2) Attach a note that clearly explains the grading error. Of course, if there is an arithmetical error on your exam your score will be adjusted immediately. Otherwise, if at the end of the semester your grade is near a grade cut-off your entire exam will be re-graded. Note: Review your exam carefully before requesting a re-grade; if there is a grading error in your favor elsewhere in the exam you might end up losing points as the result of re-grading. Course Grades: The exams and quizzes will be summed. Your participation and attendance in class and in recitation will be taken into consideration. An 80% cumulative score constitutes a grade A performance, 70% is the B cut-off, 60% is the C cut-off, 50% is the D cut-off.

5 Chem 316 Workbook Problems Subject Text Chapter Workbook Problems 2 nd Edition Conformational Analysis 16 All Selective Preparation of Olefins 27 [Wittig only] #5,6,7,8,11,12, Structure Determination by NMR 31 #1,2,3,7-14 (& All of Ch 18 probs) Elimination Reactions 17 All Addition Reactions 19 All [Oxygen substituted alkenes] [20] [All] Electrophilic Aromatic Substitution 21 All Electrophilic Alkenes 22 #1,2,3bc,4-11 SN2 Reactions of Enolates 25 All Enolate Addition to Aldehydes and Ketones 26 All Enolate Addition to Esters Enolate Addition to Electrophilic Alkenes Cycloadditions 34 All Sigmatropic Reactions & Electrocyclizations 35 All Radicals 37 All Carbenes 38 All

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