Problems Set (Meeting 10)
General Announcements
Make sure that you turn in a hardcopy of your research paper by Friday February 11, 2005 at 5 pm at YH1217 and the electronic version to turnitin.com as well (CourseID: 1221472, Passwd: Chem30CL). Late reports will be deducted points (10% per day including the weekend). If you don't submit the report online by Monday February 15, 2005 at 5 pm, you will receive a "zero" score for the paper. In addition, it will be reported to the Dean of Students. Any plagiarism, partial or full resubmission of a papers or/and other forms of cheating will result in a report to the Dean of Students as well. Make sure that you cite your sources and try to use your own words as much as possible. Here is a checklist what should be included into the report. If you have any questions, please contact your TA or instructor asap, and not an hour before the submission deadline.
Experiment
1. Referring to the conversion of a-Chloro-2,6-dimethylacetanilide to licocaine, answer the following questions. Show pertinent chemical equations.
a. Why do you use an excess of diethylamine in this reaction?
b. How do you know if your reaction started?
c. Why is toluene used as solvent for this reaction?
d. Outline a separation scheme for the isolation of lidocaine.
2. How can 1H-NMR spectroscopy be used to determine the energy barriere of rotation for amides?
3. Why are acyl chlorides often used to prepare amides and esters?