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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 Molecular Structure                         Fall 2003

                                                                       

 

Course Description  - This course examines the various spectral and chemical techniques used by organic chemists to identify and characterize organic molecules.  The laboratory component of the course will utilize the spectral techniques discussed in class.

 

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 and Webster

b.         Old 220-221 lab manual

c.         Bound laboratory notebook by Freeman

d.         Lab safety glasses

e.         Calculator (add, subtract, multiply, divide, logs)

 

Course Format

a.         Lectures - MWF, 2:00 PM.

 

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 650 points.  The points will be distributed as follows:

           

            quizzes                                                                              30 points

            hour exams                                                                      300 points

            final exam (cumulative)                                                      150 points

            laboratory                                                                         120 points

            homework                                                                          50 points

            total                                                                                650 points

 

b.         Assignment of letter grades is based on the following scale:  650-585 A, 584-520 B, 519-455 C, 454-390 D, < 390 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 (max of 12 points).  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 2003

date       topic                                                                                        reading                  quiz/test

8/25       introduction                                                                              1,                         

8/27       EIMS instrumentation and initial considerations                           2.1,2.2,2.3

9/29       elemental analysis and hydrocarbon fragmentation                      2.4,5,6,7

 

9/1         EIMS of various functionality                                                      2.8-2.10

9/3         as above                                                                                  2.8-2.10

9/5         CI and other ionization methods                                                 2.5

 

9/8         IR theory                                                                                  3.1-3

9/10       IR of hydrocarbons                                                                    3.4-6                     Quiz 1

9/12       IR of other functional groups                                                       3.6

 

9/15       as above                                                                                  3.6

9/17       as above (in lab Thursday)                                                         3.6

9/19       practice problems                                                                     -

 

9/22       Raman spectroscopy                                                                -                          

9/24       -                                                                                              -                           EXAM 1(in lab)

9/26       NMR review                                                                              220/221 lab manual

 

9/29       NMR theory                                                                              4.1-6                    

10/1       proton chemical shift                                                                 4.7

10/3       protons on heteroatoms (in lab on Thursday)                               4.9

 

10/6       coupling phenomena                                                                 4.8

10/8       chemical shift equivalence and molecular topology                       4.7,4.10,4.4

10/10     multiple couplings                                                                     4.8,4.12

            

10/13     more coupling issues                                                                4.13-16, 4.22         Quiz 2

10/15     problems                                                                                  -

10/17     Karplus relationship and long range coupling                               4.17

 

10/20     spin-spin decoupling                                                                 4.19

10/22     -                                                                                              -                           EXAM 2 (in lab)

10/24     thermodynamics by NMR                                                          -

 

10/27     13C basic principles                                                                  5.1                       

10/29     13C-decoupling                                                                         5.2                       

10/31     long weekend                                                                           -

 

11/3       calculation of carbon chemical shifts                                          5.3

11/5       13C resonances for various functionality                                      5.3

11/7       same                                                                                       5.3

 

11/10     problems                                                                                  -

11/12     problems                                                                                  -

11/14     2-D NMR theory                                                                        6.1                        Quiz 3

 

11/17     2-D NMR techniques.......                                                          6.2-5

11/19     -                                                                                              -                           EXAM 3 (in lab)

11/21     more 2-D techniques                                                                 6.5-6.9

 

  

11/24     spectral problems using 2D techniques                                       8                          

11/26     Thanksgiving                                                                            -                          

11/28     Thanksgiving                                                                            -

 

12/1       spectral problems using 2D techniques                                       8                          

12/3       spectral problems using 2D techniques                                       8

12/5       review                                                                                      -                          

 

12/8-12      f  i n  a l      e  x a  m  s

 

 

                                     442 LAB SCHEDULE (FALL 2003) 

Starting            Experiment                              Reference                    Required

Date                 [points], (due date)                                                       Characterization

 

8/28                  Check-in, Spectral Identification  handout             EIMS, CIMS, IR, 1HNMR

            of an Unknown [40 points], (9/18)                                                                                                           

9/4                    as above

 

9/11                  as above

 

9/17                 Rxns of Alcohols                        handout             IR, 1HNMR, 13CNMR, EIMS

(Wednesday)     with Calcium

                        Hypochlorite [40 points],

                        (10/16)

 

9/25                  Exam 1                                     -                                   -

 

10/2                  more Rxns of Alcohols….

 

10/9                  as above

 

10/16                Experimental Smorgasbord@       handouts                       IR, 1HNMR, EIMS          

                        [40 points], (12/4)                                                           COSY, DEPT

 

10/23                Exam 2                                     -                                   -

 

10/30                more Smorgasbord

 

11/6                  as above

 

11/13                as above          

 

11/20                Exam 3                                     -                                   -

 

11/27                Tgiving                                      -                                   -

 

12/4                  Check-out                                 -                                   -

________________________________________________________________________________

@ One from:

1.                   The Reaction of Cinnamyl Alcohol with Triethyl Orthoacetate

2.                   A View to Acrylate.

3.         The Reaction of Oct-3-en-1-ol with Triethyl Orthoacetate

4.         The Base-Induced Reaction of Salicylaldehyde with 1-Bromobutane in Acetone (2 versions) 

5.                   The Reaction of Tetrahydrofuran with Acetyl Bromide.

    

details will follow..........


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Last updated September 1, 2003.
The URL for this page is http://www.lycoming.edu/chem/fall2003/442syl.htm