Organic Chemistry Laboratory CHM 216 Wright State University Spring Quarter 2011 Course Description The purpose of this course is to introduce the student to fundamental organic chemistry laboratory techniques and equipment used to analyze and synthesize organic chemicals. Safety in the laboratory will be stressed at all times. The student will also learn to have a healthy respect for chemicals and laboratory equipment. In addition, organizing and preparing for each experiment will require that the student become familiar with the proper use of laboratory notebooks. Location 064 Brehm (preceded by a recitation in different locations depending on section number – see WINGS) Instructor Professor William A. Feld Office hours: open door policy or by appointment (Rm 420 O) (937) 775-2511, william.feld@wright.edu Lab Director Mr. Jonathan Grieb (O63 Brehm) (937) 775-2790, jonathan.grieb@wright.edu Please Note Individual laboratories will be supervised by Mr. Jon Grieb, Organic Chemistry Laboratory Director, and Graduate Teaching Assistants. Most questions should be addressed initially to your GTA. Textbooks 1) “Catalyst: The Prentice Hall Custom Laboratory Program for Chemistry” compiled by David E. Portlock, Pearson Prentice Hall and 2) Student Lab Notebook, Hayden McNeil. Course Layout Laboratory safety goggles and lab coats (available at the bookstore in the Student Union) must be worn at all times in the laboratory. In addition, you must have long pants (or skirt) and closed toe shoes. Safety rules will be strictly enforced. Safety is no accident. The first Organic Chemistry Laboratory and Recitations will meet during the week of Monday, April 4, 2011. Tentative Schedule Week Date Scheduled Lab Lab Book Pages One Apr. 4 Reaction of Iodoethane with Sodium Saccharin 97-102 Two Apr. 11 Diels Alder Reaction Maleic Anhydride/Furan 247-248 Three Apr. 18 Synthesis and Spectral Analysis of Aspirin 141-148 Four Apr. 25 Nitration of Aromatic Ring (Handout) 249-250 Five May 2 Friedel-Crafts Acylation of Anisole 149-157 Six May 9 Haloform Oxidation: 4-Methoxyacetophenone 175-181 Seven May 16 Borohydride Reduction of 4-Nitrobenzaldehyde 131-139 Eight May 23 Wittig Synthesis: 1,4-Diphenyl-1,3-Butadiene 159-166 Nine May 30 Laboratory Clean-up (mandatory) Tues. June 7 Comprehensive Final Exam (10:45 am-12:45 pm, 120 Med Sci) ------------- Recitation Each laboratory will be preceded by a 45-minute presentation of the experiment as well as a quiz on the previous week’s lab. The presentation and quiz will take place during the recitation component for your lab. section. Each student will be expected to have read the pages tabulated above before lab. Attendance is mandatory! Students will not be allowed to conduct the experiment without prior attendance at recitation and their signatures on the sign-up sheet. Format Each lab should take about 2.5 hours and this should leave ample time for clean-up and check-out with the lab instructor. The lab instructor must sign and date your carbon copy after you have cleaned up your work area and before you leave the lab. Reports with attached carbon copies lacking such authentication will not be accepted. It is imperative that you keep an organized lab notebook (see pages 463464) and write comprehensive lab reports (see pages 465-469). Lab reports are due at the start of the following week’s recitation. Late reports will be penalized at the rate of two points per day. Grading For each laboratory: Laboratory participation Lab report Quiz Clean-up and GTA checkout Total points for each lab Final Exam 10 points 10 points 10 points 5 points 35 points 100 points Grading System There are eight experiments scheduled. The best seven labs will count toward your final grade. Because you can drop one lab grade (lowest quiz + lowest remaining lab grade), there will be no make-up labs or lab switching. Your final grade will be based on a total possible score of (7 x 35 points + 100 points) = 345 points. For example: A = 90% of possible points. Lab Reports Lab reports are due at the start of the following week’s recitation. Late reports will be penalized at the rate of two points per day. With the proliferation of personal computers, it is tempting for two students to submit virtually the same report with only minor variations. This is plagiarism, covered by the University's Policies on Academic Dishonesty and will be dealt with severely! Lab Final The comprehensive laboratory final exam will be held on Tuesday, June 7 from 10:45 am-12:45 pm in 120 Med Sci. Exam schedules can be found on the Registrar's website http://www.wright.edu/registrar/classinformation/examschedules/index.html Suggestions It is strongly suggested that students read the sections of the lab manual for the week’s experiment before each lab. If you have questions, ask for help during recitation or lab. Failure to participate in lab clean-up during the week of May 30 will result in a grade of X for this course. Laboratory Notebook (Pre-Laboratory Material) Before entering the laboratory, students are required to write the requisite information needed to begin the experiment. This Pre-Lab assignment will include a title and reference to the experiment, a general scheme of the reaction that will be performed (if appropriate), a table of physical constants relating to the reactants/products to be used (chemical name, molecular weight, MP, BP, density, solubility, etc). Finally, a general Advance Procedure for the experiment that will be performed should also be written out with using the approximate quantities/times given. Below that (under Actual Procedure) the student will note actual masses/volumes of reagents used when performing the experiment. This Pre-Laboratory write-up will be worth 5 points each week. This is being done to ensure that the notes which have been posted online are actually being read prior to recitation, and that the students are prepared to begin the experiment in a safe and timely fashion upon entering the lab. Safety Laboratory safety goggles and lab coats (available at the bookstore) must be worn at all times when in the laboratory. These items may be rented on a daily basis ($0.50/goggles, $1.00/lab coat). In addition, the following safety rules will be strictly enforced. 1. Goggles are required at all times 2. Lab coats are required while working 3. No food or drink permitted 4. Long pants or full length skirts are required 5. Closed toed shoes are required 6. No gum 7. The use of cell phones, pagers, or headphones is prohibited in the lab 8. No horseplay 9. No visitors 10. Gloves should never be worn outside of the laboratory All of your attention should be directed to the experiment in progress! Pregnancy in Academic Settings Any student for whom this might be an issue should consult WSU's Wright Way policy at: http://www.wright.edu/wrightway/6030.html Organic Laboratory Cleanup Guidelines 1. Before beginning lab, check equipment station for supplies. Stock as necessary. 2. Last group to finish cleans up around balance area, IR Press and IR area. 3. Do not leave anything in the hoods and make sure they are clean before leaving. 4. If anything is left under the central hood or lab is left in an unclean state, entire section(s) lose 5 points. 5. Do not leave glassware in or around sink. If any found, entire section(s) lose 5 points. 6. TA’ s will check drawers before signing notebook. If locker is found to be incomplete or the glassware dirty the lab partners will lose 5 points. 7. Do not place paper towels, gloves or other trash in broken glass box. Lose 5 points. 8. Do not leave the lab or touch the door handle while wearing gloves. Lose 5 points. 9. Turn off and unplug melting point apparatus when done. Lose 5 points. Cancellations and Closures at Wright State Severe weather conditions may result in any of the following actions: 1) delay opening of the Dayton and/or Lake campus; 2) cancellation of non-academic activities; or 3) closing the university. A delayed opening or a campus closure will be announced through WSU Alert, Wright State University’s emergency notification system. Information/Alerts will be provided via official listserv email, WSU Dayton and/or Lake campus home page, text message (only for delay or closure of Dayton campus), campus information lines (Dayton: 775-3333), local radio and television, and other methods. For more information about cancellations and closures, visit http://www.wright.edu/admin/bpra/em/closures.html.