Lycoming Chemistry 442 Syllabus, Fall 2001

CHEMISTRY 442

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.

Back to the Chemistry Department Home Page!

Last updated August 31, 2001.
The URL for this page is http://www.lycoming.edu/chem/fall2001/442syl.htm

Lab Syllabus

Date:	Experiment:	Due Dates:	Points:

30-Aug	Check-in and Unknown

6-Sep	Unknown

13-Sep	Unknown

20-Sep	Unknown

27-Sep	Exam 1

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

1-Nov	Exam 2

8-Nov	Individual Experiments

15-Nov	Individual Experiments

29-Nov	Exam 3

6-Dec	Check-out	Individual Expts. Due	40

LYCOMING COLLEGE CHEMISTRY 442 FALL 2001