Department of Chemistry
Chemistry 822 - Organic Analysis
Lecturer:
Required Texts:
Winter 1998
Dr. Allen Hunter, WB 5015. (NMR Lab 5031, X-Ray Lab 5024/5020.)
Ph. 742-7176 (Office), 742-2261 (NMR and X-Ray Lab)
E-mail. adhunter@cc.ysu.edu
1.
D. H. Williams and I. Fleming, “Spectroscopic Methods in
Organic Chemistry”, 5th Edition, 1995, McGraw-Hill, NY. (required)
($66.60 from Bookstore) [Library Holdings: 2nd edition, 1973. QD
272.S6 W54 1973; 4th edition, 1987. QD272.S6 W54 1987]
2.
Handouts/Manuals for Chemistry 822, A. D. Hunter, 1998 edition.
(required)
3.
J. K. M. Sanders & B. K. Hunter, “Modern NMR Spectroscopy: A
Guide for Chemists”, 2nd Ed., 1993 (recommended)
4.
Three PREFORMATED 3.5” Floppy Disks (Must Never Have
Been Used in Another Computer).
5.
Chemistry Department and OSHA approved lab coat and eye
goggles.
6.
Other reading materials on the reading list should be borrowed
from Maag Library or requested by Ohio Link.
Office Hours:
Monday through Thursday 11:00-12:00, WB 5015 (in WB 5015, 5031, or
5024/5020). I am also available almost any other time of the week for
help, please see me during class, call by phone, or contact me by e-mail to
make an appointment.
Lecture:
Monday and Wednesday, 1:00-1:50, WB 5026 (or elsewhere {particularly
the computer lab} if announced beforehand).
Scheduled Lab:
Tuesday 2:00-4:50, WB 5031, etc., as announced.
Instrument Access Times: Monday through Thursday, 9:00 a.m. to 5:00 p.m. by scheduled
appointment.
Goals and Objectives:
The central goal of Chemistry 822, Organic Analysis, is to teach
you how to determine the structures of organic and related compounds using modern methods.
Students will learn how to collect and interpret the raw data required for structural analysis using
modern instruments located in the department. The emphasis will be on choosing the
appropriate experiments to answer specific structural questions, optimizing the performance of
each instrument, critically analyzing data quality and reliability, and interpreting the data in
terms of molecular structure. The fundamental principles of each technique covered will be
introduced from the perspective of a synthetic chemist using a graphical and relatively nonmathematical approach. The lab exercises will emphasize the interaction of these principles with
the practical realities of instrument hardware and sample properties. Students will gain sufficient
expertise in modern one- and two-dimensional NMR spectroscopy to use this method
independently. Other techniques such as GC-MS, IR, and UV-Visible spectroscopy, X-ray
crystallography, molecular weight determination, elemental composition determination,
molecular graphics and modeling, and computer aided structural determination will be
reviewed/introduced and their roles in routine structure determination problems discussed.
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There will be a series of assignments given out in lecture on the interpretation of data
from such methods. In lab, there will also be a series of assignments involving the use of the
various instruments to determine molecular structures. There will also be a final exam which
will cover information presented in both lecture and lab to evaluate individual knowledge of
these methods. By the end of this class, each student will be able to plan and carry out the
efficient structural characterization of an unknown organic molecule.
Topics To Be Covered in Lecture and Lab:
Topic # Topic Descriptions *
1
Assessment of Sample Purity and Methods of Sample Purification
2
Molecular Graphics and Molecular Modeling: Visualizing Molecular Geometry’s and
Steric Effects
3
Molecular Weight Determinations and Elemental Composition Determinations
4
Basic One-Dimensional NMR Spectroscopy: Principles of FT-NMR, Sample
Preparation, Strengths and Limitations, and Structural Information
5
X-Ray Crystallography
6
IR and UV-Visible Spectroscopy: Review of Principles, Sample Preparation,
Strengths and Limitations, and Functional Group Identification
7
Basic Mass Spectroscopy: Review of Principles, Sample Preparation, Strengths and
Limitations, and Molecular Weight and Structural Information
8
Interpreting NMR Spectra: Computer Aided Methods
9
Basic Two-Dimensional NMR Spectroscopy: Principles of 2D-NMR and the Basic
1
H-1H and 1H-13C Experiments, Sample Preparation, Strengths and Limitations, and
Structural Information
10
Special Topic(s)
* Note: The topics will be introduced as they are needed to solve structural problems and may
not be presented in the order listed above. Some topics, especially NMR, will be covered much
more thoroughly. Typically, several of these topics are integrated into each lecture and lab.
Grading:
100
100
100
0
300
Lecture Assignments *
Laboratory Assignments *
Final Exam (Wednesday March 18th, 10:30)
Instrument “Check-Out” Procedure(s) **
Total Points
* Many of these assignments will be handed in as teams.
** These checkout procedures are graded on a pass/fail basis. That on the EFT60 is required of all students while that for the G-400 is required only for those students taking
this course for graduate credit or wanting independent access to the instrument.
90-100% - A; 75-89% - B; 60-74% - C; 50-60% - D; <50% - F
Attendance: Lecture and laboratory attendance is mandatory. There will be a final exam that
will cover the materials presented in the lectures and illustrated in the labs. MAKE-UP EXAMS
WILL NOT BE GIVEN. Absences that have not been approved in advance will result in a grade
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of ZERO for that exam. Approved absences for sporting events, holidays, car breakdown, etc.,
will be given only if I am informed in advance and only if I agree. Absences for health reasons
or family emergencies must be discussed with me within 24 hours of the missed quizzes for
approval to be granted. The points for exams missed during approved absences will be applied
to the final exam. An exam must be submitted for re-grading within 48 hours after it has been
returned. The whole exam will be re-graded, not just single questions. If you miss a lab, it is
your responsibility to your team to make up the work that is your part of the team’s effort.
Reading Assignments: Mandatory reading assignments from the required texts will be given
each week. You will be responsible for this material. Other readings from the Reading List will
also be suggested.
Note: The potential of risk is present in some lecture demonstrations and laboratory
experiments. Accidents have been rare, but have happened. Faculty and staff members
exercise great care to minimize and, where possible, eliminate all potential hazards.
Additionally, minimization of risks requires that students come well prepared for each
assigned exercise and are attentive in class. Safety glasses must be worn in the laboratory
at all times. The 400 MHz Gemini-2000 NMR employs a high field (9.34 T)
superconducting magnet. Careless actions or failure to follow safety regulations could
result in major instrument damage ($30-100,000) and/or serious injury to you and others.
The posted safety rules and those in the handouts will be strictly enforced!. Failure to
follow these rules will result in a reduced grade, up to and including an F, expulsion from
the lab, and/or other sanctions! Unauthorized uses of the computer systems will result in
similarly severe sanctions.
The materials fees collected for this laboratory course are used to partially defray a small part of
the cost of replacing expendable materials and obsolete equipment, repairing equipment, and
obtaining new equipment appropriate for student use in state of the art instruction in the
laboratory science of chemistry.
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