Fall 2007 Advance Course Information

This information effective for fall 2007. Check with instructor the first day of class for any changes.

Chemistry and Biochemistry

[CHEM-146A ] [CHEM-240F]

146A. Advanced Laboratory in Organic Chemistry

Instructor: Rebecca Braslau
Office: Physical Science Building 342
Hours: 1:30-3:30 Wednesday
Phone: 9-3087 (office)
E-mail: braslau@chemistry.ucsc.edu

Teaching Assistant: TBA
Office: Physical Sciences Building 395
Phone: 9-3663

Meetings: Tuesday, Thursday 1:00-5:00 p.m.,  Thimann 249
Lab Check-in is on Sept. 27 at 1:00 pm: please arrive on time to secure your enrollment in class!

Prerequisite : successful completion of the Chemistry 108 (A,B, L and M) or Chemistry 112 (A,B,C,L,M and N) series with a grade of B or better, or consent of instructor. You MUST have an understanding of the fundamentals of organic chemistry: both mechanism and spectroscopy, to pass this class.

Required Assignments:  There will be two written assignments to be done in a professional, complete manner. More details will be made available in class.  There are two distinct laboratory experiments to be completed.

Tentative Schedule:
1.   Qualitative Organic Analysis: a Two Day Experiment
A number of standard qualitative tests indicative of specific organic functional groups will be carried out on a series of known compounds.  In this portion of the experiment, students will work in pairs.  Following this, each student will work independently to identify two unknowns following a flowchart utilizing these qualitative tests.  The lab report will consist of a record of the results of the qualitative tests on the unknowns, identification of the unknowns, and a clear mechanistic discussion of how each of the 12 qualitative tests work.
         Due in class October 11, 2007 (one week after completion of the experiment!)

2. Identification of Three Unknowns
         Each student will be given a unique mixture of three organic unknowns, which will be separated by standard laboratory procedures.  After purification, each of the clean compounds will then be subjected to a variety of spectroscopic analyses (IR, 1H and 13C-NMR, etc.) outlined in class. The student should use this information to successfully identify each of them.  The lab report will consist of a record of the separation and purification schemes and yields obtained for each step, the fully assigned and interpreted spectra, and a discussion of the structural analysis. First draft is due Tuesday, December 4th, although you are encouraged to turn it in earlier! Please have your report corrected for spelling and grammar (by someone else!) before you turn in your first draft. You should have the structures of all three unknowns proposed in your first draft.
         Final Version Due Monday December 10, 2007 before 12:00 noon (in Rebecca’s mailbox or office). Absolutely no reports will be accepted late!

Laboratory Notebook:  An up-to-date, current laboratory notebook should be kept while doing experiments.  The notebook will be checked periodically, and will be turned in with the final assignment.

Grading:      Qualitative Analysis  100 pts
                   Identification of Three Unknowns 300 pts
                   Technical Skill/Lab Notebook (as evaluated by the instructor and TA) 100 pts
note: both assignments must be completed on time to pass the course!
No Make-up Laboratory Sessions will be arranged!
Absences: If you absolutely need to miss a lab, pre-arrange your absence with the Professor. The two day qualitative analysis experiment can not be postponed, however there is some flexibility in the unknown identification experiment. This does not mean that you are free to miss labs on a causal basis. Non-prearranged absences can be grounds for a No Pass or Fail in this class.

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240F. Selectivity and Strategy in Organic Synthesis

Instructor: Rebecca Braslau
Office: Thimann 337
Hours: 1:30-3:30 Wednesday or by appointment
Phone: 9-3087 (office)
E-mail: braslau@chemistry.ucsc.edu

Meetings:

• Lectures Nov. 1-Dec. 6th: Tuesday, Thursday 10:00 –11:45 am,  Thimann 101
• Discussion Section: Wednesday nights, 7:00 pm PSB 341 on Nov. 14, 28, and Dec. 5th.

Note: This is a 5 week course designed to follow Chemistry 240E (Modern Synthetic Reactions) offered by Professor Singaram.  Prerequisite: concurrent 240E or consent of instructor

Assignments and Exams:  There will be two exams: a midterm worth 100 pts on Nov. 29, and a final exam worth 150 points on Tuesday , December 11 at 7:30-10:30 pm.  Three sets of homework (15 pts per set) will be assigned during the half quarter, and should be turned into Rebecca's mailbox by 10:00 am on Wednesday, the day of the discussion section.   Attendance at the discussion sections on Wednesday nights is Mandatory .

No single text will be used, although the following reference books are available in the library:

March,   Advanced Organic Chemistry
Noyori,    Asymmetric Catalysis in Organic Synthesis
Ager,   Asymmetric Synthetic Methodology
Mulzer,   Organic Synthetic Highlights
Fuhrhop & Penzlin,   Organic Synthesis: Concepts, Methods and Starting Materials
Seyden-Penne,   Chiral auxiliaries and ligands in asymmetric synthesis
Morrison, Asymmetric synthesis Vol. 4 (contains a list of optically active starting materials)
Carruthers  & Coldham  Modern Methods of Organic Synthesis
Kurti & Czako Strategic Applications of Named Reactions in Organic Synthesis

The following topics will be covered:

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