General Information about
Chem 212 Lecture
Summer 2009
Dr. M Nerz-Stormes

Text: Organic Chemistry, Fourth Edition by G. Marc Loudon
Solutions Manual to Accompany Organic Chemistry, Third Edition by G. Marc Loudon and Joseph G. Stowell
 Molecular Model Set for Organic Chemistry (any kit)  (available in the bookstore)

The following information is very important and should be carefully noted by each student.

1.

Class Meetings: July 6 to Aug 5 (Monday, Wednesday, Friday (8:00 AM-12:00 PM) in Room 278 (Chemistry)

2.

Basis for Grading:
Two, 90 minute exams 50%
Eight, ten minute quizzes (one will be dropped) 20%
One, three-hour, in-class scheduled exam 30%
100%

3.

Scheduled exam dates:
Exam 1: Friday, July 17, 2009 (self-scheduled, in afternoon or evening)
Exam 2: Friday, July 31, 2009 (self-scheduled, in afternoon)
Quizzes:(each ten minutes, at beginning of class)
Final: Friday, August 7, 2009, 9 AM to 12 PM
Topics to be Covered
Topics Reference Chapter (section) Date
(tentative)
I.Chemistry 212 Tools
  • -
  •  Introduction 7/6
      Oxidation Reactions, Epoxidation and opening 10.5, 10.6, 10.7, 5.4, 11.2, 11.3, 11.4,11.5
    Problems: 5.10, 5.11, 5.23, 5.25, 5.35, 10.18, 10.19, 10.20, 10.21, 10.22, 10.23, 10.31, 11.10, 11.11, 11.12, 11.13, 11.18, 11.20, 11.21, 11.23, 11.24
    7/6
  • -
  • Nomenclature of Organic Chemistry handout, website exercise
    14.1, 16.1, 19.1, 20.1, 21.1, 23.1
    Problems: 14.1, 14.2, 16.1, 16.2, 24.2, 24.5, 24.6, 19.1, 19.2, 20.1, 20.2, 21.1, 21.2, 23.1, 23.2
    7/6
      Biomolecules: Structure and Nomenclature of amino acids, proteins and carbohydrates Handouts: 26.1 - 26.3, 27.1 - 27.3
    Problems: 26.1 - 26.9, 27.1 - 27.8
    7/8
  • -
  • Spectroscopy and Structure: Homotopic, enantiotopic, diastereotopic hydrogens and goups

     

    7/8, 7/10
    II.Chemistry of Conjugated Systems
  • -
  • Resonance Theory/Molecular Orbital Theory

    handouts 15.1, 15.2, 15.6
    Problems: 15.1-15.3, 15.25-15.28, 15.34

    7/8, 7/10
  • -
  • Chemisry of dienes and related compounds: 7/10,7/11

     

    Diels-Alder reaction and orbital theory

    15.2,15.3, 25(intro), 25.1, 25.3
    Problems: 25.2-25.4, 25.10, 15.11, 15.12, 15.13, 15.14, 15.15, 15.16, 15.17, 15.18, 15.19, 15.47, 15.48, 15.49, 15.50, 15.54, 15.62, 15.63, 15.64, 15.65

     

    Addition to conjugated systems, allylic and benzylic chemistry

    15.1,15.4, 17
    Problems: 15.1-15.3, 15.4, 15.5, 15.20, 15.21, 15.22, 15.34, 15.35, 15.36, 15.51, 15.52, 15.55, 15.56,
    17.1-17.11, 17.15-17.17, 17.19, 17.21-17.26, 17.28, 17.31-17.43

  • -
  • Chemistry of Benzene and related systems          

     

    Definition of Aromaticity 15.7
    Problems: 15.29, 15.31, 15.33, 15.39, 15.40
    7/13

     

    Chemistry of Aromatics: EAS NAS, Elimination/Addition Reduction/Oxidation 16.4, 16.5, 18.1-18.4, 24.1, 24.2, 24.3, 24.3, 24.5
    Problems:  16.4, 16.11, 16.12, 16.13, 16.14, 16.15, 16.16, 16.17, 16.18, 16.19, 16.20, 16.21, 16.22, 16.23, 16.24, 16.25, 16.26, 16.27, 16.29, 16.30, 16.31, 16.32, 16.36, 16.38, 16.39, 16.40, 16.41, 16.42, 16.44, 16.46, 16.47, 16.48, 16.49, 16.53, 16.54, 16.55, 16.59, 18.4, 18.5, 18.6

     

    18.4, 24.5   
    Problems:  18.1a, 18.2, 18.3, 18.4a,c, 18.5a, 18.6a,c, 18.7, 18.8a, 18.10, 18.11a, 18.12a, 18.13a, 18.14a,c, 18.15, 18.16a, 18.18, 18.19, 18.20,c,e,f, 18.22, 18.24, 18.26, 18.29, 18.31, 18.32, 18.33, 18.35a,c,e,g,i,k,m, 18.37a,c,g,i, 18.38, 18.39, 18.45a,c, 18.46, 18.48, 18.50
    7/15

     

    16.6, 17.5,  18.7 7/15
  • -
  • Spectroscopy and structure: NMR aromatic systems/coupling constants           
    III.Carbonyl Chemistry:
  • -
  • General Principleshandout 7/15
  • -
  • Aldehydes and Ketones19.2-19.13
    Problems: 19.3a, 19.4a,c, 19.8 (which is most conjugated), 19.12a, 19.13a,c, 19.14a, 19.15, 19.17, 19.19a,c, 19.20a,c, 19.21, 19.22a,c,e,g, 19.23a, 19.24a, 19.25a, 19.27a, 19.28a,c, 19.29, 19.31a, 19.32, 19.34a, 19.35a,c, 19.36, 19.38, 19.40a,b, 19.41a, 19.42, 19.44, 19.45a,c,e,g,i, 19.46b, 19.48, 19.49a,c,e,g,i,j,k,,m, 19.51, 19.52a, 19.55a, 19.56a, 19.57a,c,d, 19.58a, 19.59, 19.63
    7/17
  • -
  • Carboxylic Acids20.2-20.11  
    Problems:
    20.3, 20.4, 20.5, 20.6b, 20.9, 20.10a, 20.11a, 20.12a, 20.13a, c, 20.14, 20.15 a,c, 20.16 a, c, 20.17, 20.21a, 20.22, 20.25, 20.26, 20.29, c, e, g ,20.30, 20.31, 20.36, c, e, g, 20.37, 20.40, 20.41, 20.43, 20.44a, c, 20.45a, c, e, g, h, i, 20.46a, c, f, 20.49, 20.53 a, c
    7/20
  • -
  • Carboxylic Acid Derivatives21.2-21.12
    Problems:
    21.7a,c, 21.8, 21.10, 21.11a, 21.12, 21.14a, 21.14c, 21.15a, 21.16a,c,e,g, 21.17, 21.18a, 21.19a,c , 21.20, 21.22, 21.23a,c, 21.24a, 21.25a, 21.26a, 21.27, 21.29, 21.33, 21.35a,b,e, 21.36, 21.37, 21.39, 21.40, 27.41a, 21.42a,c,e,d, 21.43, 21.48, 21.5a,b,d,e, 21.51, 21.52, 21.54a,c,e,g,i,k,n,o, 21.55a,c,e, 21.56a,c,e,g,h,j, 21.57a,b,c,e, 21.58
    7/22, 7/24
  • -
  • Enolates/Enols/alpha, beta-unsaturated systems 22.1-22.11
    Deemphasize sections  22.3C, D, 22.4B, 22.1, 22.3, 22.5, 22.6a, 22.7 a, c, e, 22.8 a, c, 22.9a, 22.13, 22.15a, 22.16a, 22.17, 22.18, 22.19a, c, 22.20a, c, e, g, 22.21 , 22.23, 2.24,22.25b, 22.26a, c, 22.27a, c, 22.28a, (22.29a, c, 22.30, 22.31a, c, 22.33a, 22.34a, 22.35, 22.37a, c, 22.38a, 22.39a, 22.40a, 22,=.42a, c, 22.43a, 22.45), 22.47a, 22.48a, c, 22.49a, c, 22.50, 22.52a, b, 22.54, 22.56, 22.57, 22.58a, 22.59a, 22.60, 22.65 a, b, (c), 22.66 a, c, 22.67 a, c, (22.68), 22.70, 22.71 (a), c, (e), (g), i, k, m, n, (o), p, 22.72 a, c, e, f, 22.73, 22.82 (a), c, (e), (g), 22.83 a, e, g
    7/24, 7/27
  • -
  • Spectroscopy and structure: Mass Spectroscopy    

    IV.

    Amine Chemistry23.2-23.12, 24.4 7/29

    V.

    Amino Acids, Peptides and Proteins26.1-26.10
    Problems:
    26.1a, 26.2, 26.3a, 26.4a, 26.5, 26.6, 26.8a,c, 26.9, 26.12a, 26.15a, 26.17, 26.23a,b, 26.25, 26.25a,c,e, 26.27a, 26.28, 26.30, 26.31, 26.34, 26.36, 26.38, 26.39, 26.40, 26.43, 26.46, 26.47a,b,c,d,h, 26.49, 26.50
    7/31, 8/4

    VI.

    Carbohydrates and Nucleic Acids27.1-27.12 8/5
  • -
  • Spectroscopy and structure: 13C NMR    
    5.Policies regarding extensions, make-up exams and extra help.
    Extensions and make-up exams will be allowed only in extreme situations. The student must have an appropriate written excuse from his/her dean.
    6.Honor Code:
    Unless directed otherwise by the instructor, all written work is to be done independently without the aid of humans, textbooks, notebooks or other written materials. When time is called you are obligated to immediately turn in quizzes and exams.
    7.e-mail:
    All students must have an email account because vital messages are routinely sent out via email. If you are new to the course, please send the instructor an email at mnerzsto@brynmawr.edu.
    8.the web:
    The web is a very big part of this and the laboratory course. If you haven't checked out yet, please visit the organic chemistry web site at http://www.brynmawr.edu/Acads/Chem/mnerzsto/index.html.

    Study Tips for Organic Chemistry

    Organic chemistry is considered to be a very difficult course for most undergraduate students. The course material will be covered rapidly and the subject matter will at times be quite abstract. Your best academic effort will be required in order to do well. You cannot "cram" organic chemistry. Except for the rare individual, cramming results in short memory retention and high frustration. Since the comprehension of each new topic in this course relies heavily on what was learned previously, cramming can also result in plummeting grades as the semester progresses. In order to avoid these problems, the following approach to the course is suggested.

    1. Try not to miss class.
    2. Study the textbook on a given topic just before it is covered in the lecture, thus clearing up any misconceptions in your notes.
    3. Do in-chapter problems as you read the text. Write out the answers in detail, i.e., as you would like to while taking an exam. Try not to look up the answers until you have given them your best shot. Your problem solving abilities won't improve if you do not think the problems out thoroughly.
    4. Try to work through your notes every day.
    5. Upon completion of a chapter in class, study it a second time and then do the end-chapter problems and supplemental problems as a test.
    6. Regularly attend office hours. Don't let questions pile up, since it will be difficult to answer them all the day before the exam.
    7. VERY IMPORTANT! Writing and verbalization are essential to learning. I find that I learn new material much faster and more thoroughly if I "talk it or write it" out. For example, I can "talk" a lecture through once and know it, whereas if I read my lecture notes 20 times I will give a garbled, disorganized presentation. I have been very careful in the above suggestions never to use the word read. It is not good enough to simple read and understand your textbook and notes. Whether studying your notes or text, you must engage in a dynamic exercise. After observing a structure in the book, reproduce it from memory on scrap paper to see if you have absorbed all the relevant details. When you read the name of an organic compound, translate that name into a structure so you will understand its significance. When a reaction is written in your notes, try to work out the most likely products using your knowledge of mechanism. Additionally, you could form study groups and act as a teacher to one another. I can assure you these approaches work. I use them all the time and I have a horrible memory!
    8. Look up the correct answers to problems from exams and quizzes while the material is fresh in your mind. It will help you with the final.
    9. ASK QUESTIONS!!!!!!!!!!
    I realize it is impossible to be completely organized (at least for me). I also realize that all the above suggestions won't help everyone, but do try to have an orderly approach to the course. It really can be a lot of fun if everything is not left to the last minute. Yes! It says FUN. Good luck!!

    Maryellen Nerz-Stormes, Ph.D.
    Senior Laboratory Lecturer in Chemistry

    [S u m m e r S c h o o l I n d e x]