RAMAPO COLLEGE OF NEW JERSEY ORGANIC CHEMISTRY I LABORATORY ROOM G-216 FALL 2009 INSTRUCTOR: Dr. Robert J. Shine Office: G-250 Phone: Office 201-684-7719 Home 201-444-4150 E-Mail Address: bshine@ramapo.edu COURSE DESCRIPTION: An introduction to the properties and reactions of carbon compounds. Course material includes the application of modern chemical theories to structure and reaction mechanisms. Chemical bonding in organic compounds, stereochemistry, and spectroscopy will be studied. Laboratory work will illustrate modern techniques of purification,identification and synthesis. Required for Chemistry and Biology majors. Prerequisite: Fundamentals of Chemistry II (Chem 112). COURSE TEXT: The text for these experiments is on my web page. The web address is http://phobos.ramapo.edu/~bshine/org1lab/OrgManHTML One free printed copy of the manual will be given to each registered student at the first class meeting. OPTIONAL TEXT: MACROSCALE AND MICROSCALE ORGANIC EXPERIMENTS by Kenneth Williamsom, Houghton Mifflin Company Fourth Edition, 2003 (ISBN 0-618-19702-8) Earlier editions are also suitable SCHEDULE OF EXPERIMENTS: Lab 1: Check in lab procedures, safety video and autopipette use Lab 2: Melting Points melting points of urea, cinnamic acid and their mixtures Lab 3: Crystallization recrystallize naphthalene and benzoic acid Lab 4: Extraction separation of acidic and neutral substances Lab 5: Distillation simple and fractional distillation of ethanol-water mixture Lab 6: Thin layer and gas chromatography separation of analgesics Lab 7: Column chromatography separation of ferrocene and acetylferrocene Lab 8: Optical resolution resolution of 1,2-diaminocyclohexane Lab 9: Nucleophilic substitution reactions experiments to determine Sn1 and Sn2 mechanism Lab 10: Lecture on ultraviolet and infrared spectroscopy read relevant sections in Solomon's text book Lab 11: Lecture on NMR and Mass Spectrometry read relevant sections in Solomon's text book Lab 12: Microwave synthesis of aspirin preparation of aspirin from salicylic acid Lab 13: Final Examination and check out TESTING AND GRADING: Please see the Course Procedures Page for important details about this course. In general, you will do the experimental work in pairs. However, each student must turn in a lab report for the work done. Lab reports (printed on 8 1/2 by 11 inch paper) are due at the very beginning of the next regularly scheduled lab period. The lab report should be complete at the time you submit it. If more data needs to be collected for an experiment that was not finished in the prior lab period, the Instructor will hand out a sheet where new data may be recorded. The Instructor will give exact details of the procedure to follow in such cases. A lab report that is submitted late or by e mail will receive a grade penalty. No lab report will be accepted after other students receive their graded lab reports for a given experiment. Generally, this means that no lab report will be accepted after two weeks from the time the experiment was first started. Lab reports may not be submitted by e mail or fax. You may have a short quiz at the beginning of a lab period to ensure that you have studied the experiment that will be done that day. The grading policy is described on the Course Procedures page. Please see me at any time if you wish to discuss your grade in the course. You must keep all graded lab reports and tests until you receive your final grade in case there are questions about your grade. Make-up labs can not be given. If you are registered with the Office of Specialized Services please see me to discuss what accommodations may be needed.