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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.


Lycoming College                                    Spectroscopy and                                  Fall 1999
                                                                Molecular Structure
 
 
 
 Course Description  - This course examines the various spectral and chemical techniques used by organic chemists to characterize and identify organic molecules.  The laboratory component of the course will utilize the spectral techniques discussed in class as well as classical "wet" methods of analysis.

Faculty  - Dr. Chriss McDonald, HBC 233,  433-4493 (home, call up to 10 pm), 321-4186 (work), email mcdonald@lycoming.edu, no specific office hours but I'm usually around.
 
Texts and Other Stuff
a. Spectrometric Identification of Organic Compounds, 6th Edition, by Silverstein, Bassler, and Morrill.
b. Bound laboratory notebook by Freeman
c. Lab safety glasses
d. Calculator (add, subtract, multiply, divide, logs)
e. Lab deposit, $10.00 cash at lab check-in (refundable upon check-out)

Course Format
a. Lectures - MWF, 8:00 AM.

b. Assigned homework - problems designed to enhance your understanding and prepare you for testing situations.  A key will be passed out immediately after collection of the assignment.  No late homework will be accepted.

c. Laboratory - 7:45 - 11:35 R.  The experiments are listed on the last page.

Grading Scheme
a. The final grade is based on the number of points obtained out of a possible 700 points.  The points will be distributed as follows:
 
quizzes 50 points
hour exams  300 points
final exam (cumulative)  150 points
 laboratory  150 points
homework  50 points
total  700 points
b. Assignment of letter grades is based on the following scale:  700-630 A, 629-540 B, 539-480 C, 479-420 D, > 419 F.   A higher score on the cumulative final (adjusted to a 100 point scale) can be used to replace the lowest exam score.

c. BONUS POINTS! you will receive 3 bonus points for each chemistry department colloquium you attend.  There will also be some bonus questions on the exams.

Policy on Attendance for Exams and Quizzes  Makeups will be administered only if I deem the reason for absence to be legitimate and I am notified of the absence beforehand.   Absence due to transportation difficulties is not considered legitimate.
 
 

                                                                             Fall 1999 Schedule
 
date  topic reading  quiz/test
8/30  introduction  1
9/1  EIMS instrumentation and initial considerations  2.1,2.2,2.3
9/3  elemental analysis and hydrocarbon fragmentation  2.4,5,6,7
9/6  EIMS of various functionality  2.8-2.10
9/8  as above  2.8-2.10
9/10  CI and other ionization methods  2.5
9/13  IR theory  3.1-3
9/15  IR of hydrocarbons  3.4-6  QUIZ 1
9/17  IR of other functional groups  3.6
9/20  as above  3.6
9/22  as above  3.6
9/24  practice problems  -
9/27  Raman spectroscopy 
9/29  -  EXAM 1(in lab)
10/1  NMR review  220/221 lab manual 
10/4  NMR theory  4.1-6 
10/6  proton chemical shift  4.7
10/8  protons on heteroatoms (in lab on Thursday)  4.9
10/11  coupling phenomena  4.8
10/13  chemical shift equivalence and molecular topology  4.7,4.10,4.4
10/15  multiple couplings  4.8,4.12
10/18  more coupling issues  4.13-16, 4.22 QUIZ 2
10/20  problems  -
10/22  long weekend 
10/25 
 
Karplus relationship and long range coupling  4.17
10/27  spin-spin decoupling  4.19
10/29  thermodynamics by NMR (in lab on Thursday) (last day to drop)  -
11/1  13C basic principles  5.1
11/3  EXAM 2 (in lab)
11/5  13C-decoupling  5.2 
11/8  calculation of carbon chemical shifts  5.3
11/10   13C resonances for various functionality  5.3
11/12  same  5.3
11/15  problems  -
11/17  problems  -
11/19   2-D NMR theory  6.1 QUIZ 3
11/22  2-D NMR techniques.......  6.2-5
11/24  thanksgiving  -
11/26  thanksgiving  -
11/29  more 2D techniques  6.6-9 
12/1  EXAM 3 (in lab)
12/3  spectral problems using 2D techniques   8
12/6 
 
spectral problems using 2D techniques  8
12/8  spectral problems using 2D techniques  8
12/10  lab checkout  -
 
 
 
 

                                442 LAB SCHEDULE (FALL 1999)
 
Starting 
Date 
Experiment    [points], (due date)  Reference Required Characterization 
9/2, 9/9,9/16, 9/23  Check-in, QOA [40 points],(10/7)  handout  bp/mp, IR, 1HNMR,MS, one solid derivative 
9/30   exam 1   -   - 
10/07, 10/14, 10/21  Rxns of Alcohols with Calcium Hypochlorite [40 points], 
(10/28) 
handout  IR, 1HNMR, 13CNMR, MS 
10/28  Experimental Smorgasbord@ [40 points], (12/6)  handouts  IR, 1HNMR, 13CNMR, MS
11/4  exam 2   - 
11/11, 11/18 more Experimental Smorgasbord 
11/25  Tgiving   - 
12/2   exam 3  - -
 
12/9  COSY/DEPT Analysis of 
 Various Reaction Products [15 points], (final exam) 
  Variable
@ One from:
1. Product Identification for the Reaction Between AlCl3 and p-Cresol Acetate.
2. A View to Acrylate.
3. Product Identification for the Reaction between H3O+ and Carveol.
4. Product Identification for the Bromination of Phenyl Benzoate.
5. Attack of the Killer Protons on Carvone.
6. The Reaction of Tetrahydrofuran with Acetyl Bromide.
 
 
details will follow..........

Note:  The final 15 points of your lab grade is based on laboratory etiquette (how well you treat your labmates, how well you clean up after yourself, how safely you perform the experiments...).


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    Last updated September 7, 1999.
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