While every effort has been made to make sure this electronic
syllabus is error-free, it is not official.
The definitive source of course information remains the original (paper) syllabus distributed in class.
Spectroscopy and Molecular Structure
Fall 2001 Syllabus
Instructor: Office: Phone: Home Phone:
Dr. Holly D. Bendorf 209 HBC 4365 998-8647
Lecture: MWF 11:30 12:20 Room 203
Lab Sections: R 7:45 - 11:35 am Room 239
Office Hours: By appointment or walk-in.
Course Description: We will examine the modern techniques for the structural elucidation of organic molecules, including IR, NMR and mass spectrometry. Both theory and applications will be addressed with an emphasis on problem solving.
Text and Materials:
"Spectrometric Identification of Organic Compounds" 6th edition, Silverstein and Webster, 1998.
Bound laboratory notebook (Freeman).
Lab deposit ($10.00 at lab check-in, will be returned, minus breakage charges, at check-out).
Safety glasses or goggles.
Grading Criteria: Quizzes 75 pts
Assignments 50 pts
Class Participation 20 pts
Exams 300 pts
Laboratory 135 pts
Final 150 pts
Total points: 730
Letter grades will be assigned as follows: A (657-730), B (584-657), C (511-584), D (438-511), F (438 or below). Keep in mind that +/- grades are included in the ranges shown above.
Assignments: Homework assignments are due at the beginning of class on the dates indicated in the course outline. Late assignments will not be accepted. These problem sets will be graded on a 5-point scale, and grades will be assigned based on completion and overall quality (see grading rubric below). Be sure to show all work: present your answers as if you are trying to convince me that your structural assignment is correct. Answers that provide a structure with no explanation will not receive full credit. Answer keys will be posted on the bulletin board outside of my office.
5 = truly exceptional work
4 = very good: all problems attempted, complete and thorough answers/explanations
3 = good: all problems attempted, some errors, or some questions not answered thoroughly
2 = needs improvement: some problems skipped, significant errors, or incomplete explanations
1 = poor: several problems skipped or very significant errors
Exams and Quizzes: There will be 3 quizzes and 3 midterm exams. Quizzes are intended to encourage you to stay current with the work and to help you identify "trouble spots" before taking the exams. The exams will be administered in lab on September 27, November 1, and November 29. See the course outline for tentative quiz dates.
Lab: The lab grade consists of the total of three lab reports (40 points each) and a grade on lab technique and etiquette (15 points). Lab technique and etiquette include: preparedness for lab, punctuality, proper handling of chemicals and equipment, lab hygiene, and group etiquette. It is imperative that you come to the lab fully prepared. Careful planning and preparation before you arrive at the lab will allow you to complete your experiments in an efficient and safe manner. Missing or arriving late to prelab will result in a reduced grade and may also result in dismissal from the lab. Unsafe behavior in the lab will not be tolerated and violations will be penalized. Repeated violations during a class may result in a zero for that lab. Lab safety and policy will be addressed at the first lab meeting. The lab syllabus can be found on the last page of this handout.
Attendance is mandatory. Three absences are permitted. Each additional absence will result in a deduction of five points from the overall course grade (I do not differentiate between excused and unexcused absences). Exam, quiz and lab make-ups are not permitted EXCEPT in cases where (1) I have been notified of the absence beforehand, and (2) the absence is for a purpose I deem legitimate (major illness, family emergency). The final exam grade (%) will be substituted for an exam that is missed due to an excused absence.
Participation: The key to success in this course is to work lots of problems. I expect everyone to work the problems given in class and to participate in the ensuing class discussions.
Academic Dishonesty, such as copying the work of another or allowing someone else to copy your work and submit it as their own, whether it be on an exam, quiz, lab report or assignment, will not be tolerated. Penalties for academic dishonesty range from receiving a failing grade on the assignment to dismissal from the college, depending on the nature of the offense. For more information regarding the College policy on academic dishonesty, consult the Pathfinder or Student Handbook.
Extra Credit: Extra credit points (3) can be earned by attending departmental colloquia, up to a maximum of 18 points. Extra credit points will be used to nullify points lost due to unexcused absences before they will be applied to one's grade.
Course Outline (Subject to Change)
Every effort will be made to stick to the schedule outlined on the next two pages. Keep in mind that it is quite possible that we may get ahead or behind the schedule by a day or two, or that we may choose to spend additional time on a topic due to class interest. If you have any questions regarding the schedule, please ask!
A few notes regarding the schedule:
All exams will be given on Thursdays, during the lab period. These dates will not be changed, barring some unforeseen and unusual situation!
Quiz dates are tentative and may vary depending on our progress with the lecture material. If we need to move a quiz, I will make every effort to give at least a week's notice.
The homework assignments are listed on the day that they are due. You should work on the assignments as we cover the material in class. Although the assignments consist of only a few problems, please realize that some spectral problems may require a considerable amount of analysis (and time).
I have found that even simple spectral problems can become incredibly difficult if I have not had enough sleep or can not concentrate well for some reason .so plan ahead!
One final thought:
Every chemist develops his or her own method for solving problems. This is especially true in spectroscopy. The only way anyone ever becomes proficient at solving spectral problems is by working lots of problems, making mistakes and learning from those mistakes. Try not to get frustrated if the problems seem tough at first--with patience and practice they get a lot easier. And remember, I am always willing to work with you and answer your questions. Most importantly, have fun!! What other class gives you credit for working puzzles?!?!
|Week||Dates||Topic||Q or E||Reading||Homework *|
|1||27-Aug||Intro. to structural determination||Chapter:|
|29-Aug||combustion analysis and DU calculation||2.6|
|31-Aug||Mass Spec: instrumentation and theory||2.1-3|
|2||3-Sep||High resolution mass spec., the molecular ion peak||2.4-6|
|7-Sep||...of classes of organic compounds||2.1-3|
|3||10-Sep||CI mass spec and other techniques|
|14-Sep||Infrared Spectroscopy: theory||3.1-4|
|4||17-Sep||Instrumentation and practical considerations||quiz||3.5-6|
|19-Sep||Functional group absorptions...||3.6||3.1-2|
|3-Oct||Instrumentation and practical considerations||4.3-6|
|5-Oct||Chemical shift: measurement and influencing factors||4.7||4.1, handout|
|7||8-Oct||Chemical shift: correlation to functional groups||Appendices A-D|
|10-Oct||Spin-spin coupling||4.8, 10, 11|
|12-Oct||Coupling constants||Appendix F|
|8||15-Oct||Protons on heteroatoms||4.9, appendix E|
|17-Oct||Chemical equivalence||4.12||4.2 (A-D, no decoup.), 3 (A-C)|
|24-Oct||long range coupling, Karplus curve||4.17-18|
|10||29-Oct||problems||4.2 (E-H, no decoup.), 3 (D-I)|
|11||5-Nov||13C NMR: intro., practical considerations||5.1, 2, 4, 5|
|9-Nov||chemical shift calculations||5.6||5.1 (A-E), 2, 5 and 9.1, 3, 11|
|14-Nov||problems||5.6 (A-D), 7, and 9.14, 29, 32|
|16-Nov||Advanced NMR techniques: DEPT||5.5|
|14||26-Nov||HETCOR and HMQC||6.1 (A-D, cosy only), 3, and 5.3,|
|30-Nov||INADEQUATE (time permitting)||Exam||6.9|
|7-Dec||problems||6.5, 6, 7, and 9.26, 40, 41, 54|
|Finals||The final exam will be administered on the date and time assigned by the registrar.|
|Week||No Exceptions!||* For Ch. 9 problems: assign all 1H|
|and 13C NMR resonances, provide|
|structures for major fragments in MS,|
|and list major IR abs.|
|30-Aug||Check-in and Unknown|
|4-Oct||Calcium Hypochlorite Lab||Unknown Report Due||40|
|11-Oct||Calcium Hypochlorite Lab|
|18-Oct||Calcium Hypochlorite Lab|
|25-Oct||Individual Experiments||Ca(OCl)2 Lab Due||40|
|6-Dec||Check-out||Individual Expts. Due||40|