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.


442 syl 97


Spectroscopy and Molecular Structure

Fall 2001 Syllabus


Instructor:                                        Office:                                       Phone:                       Home Phone:

Dr. Holly D. Bendorf                        209 HBC                                     4365                            998-8647


Course Schedule:

                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.

• Calculator


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
5-Sep Fragmentation patterns... 2.7-10
7-Sep ...of classes of organic compounds 2.1-3
3 10-Sep CI mass spec and other techniques
12-Sep problems 2.4-9
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
21-Sep ...and interpretation 3.6
5 24-Sep as above 3.3-8
26-Sep problems Thursday
28-Sep NMR review Exam
6 1-Oct NMR theory 4.1-2
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)
19-Oct Magnetic equivalence 4.13
9 22-Oct multiple couplings quiz 4.15-16
24-Oct long range coupling, Karplus curve 4.17-18
26-Oct no classes
10 29-Oct problems 4.2 (E-H, no decoup.), 3 (D-I)
31-Oct problems Thursday and 9.2,6,15
2-Nov decoupling techniques Exam 4.19
11 5-Nov 13C NMR:  intro., practical considerations 5.1, 2, 4, 5
7-Nov chemical shifts 5.3
9-Nov chemical shift calculations 5.6 5.1 (A-E), 2, 5 and 9.1, 3, 11
12 12-Nov problems
14-Nov problems 5.6 (A-D), 7, and 9.14, 29, 32
16-Nov Advanced NMR techniques:  DEPT 5.5
13 19-Nov COSY quiz 6.1-5
21-Nov no classes
23-Nov no classes
14 26-Nov HETCOR and HMQC 6.1 (A-D, cosy only), 3, and  5.3,
28-Nov problems Thursday 6.6-7 & 9.24,38,49
30-Nov INADEQUATE (time permitting) Exam 6.9
15 3-Dec NOE difference 4.2O
5-Dec Dynamic NMR
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.

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