Common Syllabus for CHEM 232L Spring 2015 Section Information 20285 01 M 02:15 pm - 05:15 pm Frederick J Heldrich 20286 02 M 05:30 pm - 08:30 pm Andrew Keith Gelasco 20287 03 T 12:00 pm - 03:00 pm Frederick J Heldrich 20288 04 T 03:30 pm - 06:30 pm Chandra Potter 20289 05 T 07:00 pm - 10:00 pm Amanda Marie Buelk 20290 06 W 12:00 pm - 03:00 pm Chandra Potter 20291 07 W 03:30 pm - 06:30 pm Dawne M Taylor 20292 08 W 07:00 pm - 10:00 pm Thomas Jude Cuff 21991 09 R 12:30 pm - 03:30 pm Gamil A Guirgis 22221 10 R 04:00 pm - 07:00 pm Dawne M Taylor Policies The policies for this course are described in detail in Experiment I and the preceding material of the required laboratory manual (Organic Chemistry II Laboratory Manual, CHEM 232L, Spring 2015, orange cover). They are also reproduced in the OAKS module associated with this course. These include: Guidelines for Waste Disposal; Glassware Care for the Organic Laboratory; Procedure for Leaving the Laboratory; Notes of Use of Hoods; Departmental Policy for Care of Labs; Effort Expectations for the Laboratory; Recommendation for the Notebook ; Representative Report. Attendance Policy; Required Texts; Safety & Integrity Policies; Grade Policy; Grade Scale; Electronic Device Policy; Final Exam; Deportment Grade. Any edition of Zubrick s, The Organic Chem Lab Survival Manual: A Student's Guide is a recommended text for CHEM 232L. Your instructor will announce office hours and/or recommended best practices for asking questions outside of laboratory during the first laboratory period. Please record that information in the space below for your future reference: Record your section # here: Record your hood # here: Learning Objectives The successful student is expected to: Identify and interpret the MS fragmentation ions of common organic compounds Interpret a 1D 1 H- NMR spectrum including higher level coupling Predict IR, MS, and NMR spectra for simple compounds Use combined spectral analysis to deduce and justify a structural formula of an organic compound Perform organic reactions to isolate and characterize reaction products and perform product purifications CHEM 232L Common Syllabus Spring 2015 Page 1 of 2
Schedule The experiments that will be conducted, following the procedures described in the laboratory manual will be: Experiment Week of Topic I & II Jan. 26 th Safety, Policies, UV- Vis III Feb. 2 nd picospin NMR, unknown IV Feb. 9 th picospin NMR, GC- MS, FT- IR, unknown V Feb. 16 th Diels- Alder of Maleic Anhydride & Anthracene VI Feb. 23 rd Test Tube Nitrations, Study of Regioselectivity VII Mar. 9 th Friedel- Crafts Alkylation, Principles of Regioselectivity and Reactivity VIII Mar. 16 th O- benzyloxime, E/Z Diastereomeric Preference IX Mar. 23 rd Suzuki Coupling to Generate Biphenyls X Mar. 30 th Felkin- Ahn and Stereoselectivity in NaBH 4 Reduction of Benzoin XI Apr. 6 th Fischer Esterification to Make Botanical Acetates XII Apr. 13 th Aldol Condensation: Dibenzalacetone Lab Final Apr. 20 th Acid Base Extraction, Separation and Isolation Guidelines for the expected order of business in 1 st Laboratory Period: Topic Course & Section Policies (Exp. I) Laboratory Safety and Mandatory Powerpoint Presentation (Exp. I) Explanation of Woodward- Fieser Rules (Exp. II) Estimated Time 30 minutes 1.5 hours 30 minutes Your analysis of the spectral data from Exp. II and Report for Exp. II will be due at the beginning of your laboratory section in the week of Feb. 2 nd. Concerns In case you have concerns about the general condition or state of preparedness of the laboratory room during the semester, please contact your laboratory instructor. For persistent problems, please contact the laboratory coordinator (Rick Heldrich, email: heldrichr@cofc.edu). If you have concerns about laboratory safety as related to this course, you should contact the people listed below, in the order in which they are listed, as conditions warrant. 1. Your Laboratory Instructor 2. The Laboratory Coordinator (Rick Heldrich) 3. The Chair of the Chemistry Department Laboratory Safety Committee (Dr. Neal Tonks) 4. The Chair of the Chemistry Department (Dr. Riggs- Gelasco) 5. The Associate Dean of the School of Sciences & Mathematics (Dr. Jim Deavor) 6. The Director of Environmental Health & Safety (Mr. Randy Beaver) CHEM 232L Common Syllabus Spring 2015 Page 2 of 2
Experiment I: Check In, Policies, and Safety Training Prelab: The purpose of this experiment is to make sure you are aware of the policies for this laboratory course, expectations for your performance, and both the safety and scientific integrity requirements for the organic chemistry courses. It is assumed that most the information in this experiment is review and your instructor will only need to spend half of the lab period to adequately address this material in the lab. If you took CHEM 231L elsewhere, or at some time other than the previous semester, you should expect to put in significantly more effort to prepare for this experience. Introduction Guidelines for Waste Disposal Safety Rules Departmental Policy on Scientific Integrity Procedure for Leaving the Laboratory Effort Expectations for the Laboratory Recommendation for the Notebook Specific Aims: Hint: Review of all of the departmental policies related to this laboratory course, including all assigned readings for this experiment. Learn about general and organic- specific laboratory safety Complete and successfully pass a safety quiz (will be the report grade for this experiment) Read over the entire experiment, including the report, before the lab begins. Make sure you provide any REQUIRED Prelab material before coming to each lab. 23
Departmental Attendance Policy: Attendance to your section of scheduled lab is required. The grade of "WA" will be used in this course for any student who misses more than two laboratory periods. Students who miss quizzes or labs (including the final exam lab) will be given a grade of "0" for the associated evaluations. You are responsible for learning the required material and performing the required experiments. If you miss a lab due to illness or without prior approval from your instructor you will not be allowed to make up the missed lab. However, if you have a planned absence (due to your official representation of the College off- campus or for another reasonable cause) please let your instructor know well in advance and we will work with you to try to make an accommodation that will allow you to make up the missed lab. You may not make up labs due to illness or unscheduled absences. When your final course grade is calculated, your lowest grade in each category will be dropped. Grades of 0 for unexcused labs will not be dropped from your final grade. If you miss a lab due to illness documented with the College or had obtained prior approval from your instructor, grades associated with that one missed lab will become your dropped grade. If you miss the final lab when the final exam is given, an associated grade of 0 for that lab will not be dropped and will be used to determine your final exam grade. Required Texts: This lab manual including forms, spectral data and reports contained within The lecture text for the associated lecture course, CHEM 232. Course content posted on OAKS Your CHEM 231 lab manual as necessary for your review Safety and Scientific Integrity Policies: During the first lab period, each student will be required to sign a safety sheet to acknowledge awareness of the departmental safety policies. Also during the first laboratory period, each student will be required to sign a scientific integrity sheet to acknowledge awareness of the departmental policies regarding the application of the honor code to this course and the co- requisite lecture. DO NOT TEAR THESE PAGES OUT OF YOUR LAB MANUAL. Safety information about the chemicals used in this laboratory course is available in the yellow MSDS binders in the lab room and can also be found online on a number of sites, like http://www.msds.com/. Other sites for MSDS sheets can be found by searching "MSDS" on Google. Students must bring their own safety goggles to lab. Sandals are not permitted. Students must bring their own gloves to wear when doing reactions with strong acids, oxidizing agents or other harsh chemicals. Wear clothing appropriate to the lab each week. Old clothes, that may be discarded if damaged, are recommended. The general rule for lab clothing is that there should be no exposed skin from the neck down. 24
Failure to conduct yourself in a safe manner may result in your expulsion from a particular laboratory period and a grade of 0 for the lab. For an admitted first time violation of the Honor Code or Scientific Integrity Policy the grade of 0 will be recorded, a Class III incident will be filed with the Honor Board, and the grade will not be dropped. Grade Policy: The course grade will be comprised of the following critically evaluated elements of your performance: Lab Reports (55%), Quizzes (15%), Lab Final (20%), and Student Deportment (10%). Consult your section instructor for more specific information of how your work will be evaluated in this course. Grade Scale: 100-93 (A); 92-90 (A - ); 89-87 (B + ); 86-83 (B); 82-80 (B- ); 79-77 (C + ); 76-73 (C); 72-70 (C- ); 69-67 (D + ); 66-63 (D); 62-60 (D - ); 59-0 (F) Electronic Device Policy: Your instructor will set a section specific policy for use of electronic devices during labs or quizzes. Even when permitted, the use of your personal electronic device during the lab period is at your own risk. Many of the chemicals used in the organic lab will destroy calculators, cell phones, etc. Final Exam: The final exam will be the experiment performed in the last laboratory period of the semester. Feel free to read ahead to see what the scope, content and format of the final examination will be like. Deportment Grade: Half of the deportment grade will be based on your conduct, degree of preparation, and attention to the safety and cleanliness of the laboratory room each week. For this half of your deportment grade the cleanliness focus will be on how you leave your work area. The other half of your deportment grade will be based on your performance of a Lab Safety and Readiness Inspection during the semester. Your instructor will assign each student a particular week(s) in which the student will need to conduct a laboratory safety and readiness inspection. During that week(s) the student should plan to be the last person to leave the lab. During the safety and readiness inspection you will be asked to complete the tasks listed on the Safety & Readiness Inspection Report. 25