(Please consult http://photon.chem.temple.edu for revisions from any campus computer.)

CHEMISTRY 2211 (Majors) and CHEMISTRY 2921 (Honors) Organic Chemistry

Fall Semester 2012; MWF 10:00-10:50 AM; BE 415
Instructor: D. Dalton , BE342, Telephone 215-204-7138; Facsimile 215-204-1532
e-mail: david.dalton@temple.edu; URLs: http://astro.temple.edu/~dalton and http://www.temple.edu/dalton
Office Hours: 9-10 AM MWF and other times by appointment in BE 342.

TEXTBOOK: Marc Loudon,"Organic Chemistry", Fifth Edition , 2009 , Roberts and Company will be used.

You should read each chapter before the lecture for which it is scheduled.


The purpose of this course is to enable you to understand the basic principles of organic chemistry. To succeed you will need to know and use the nomenclature of organic chemistry and you will need to be able to understand structural drawings and draw structures of some simple organic compounds yourself. You will need to learn about the dynamics and reactivity of organic molecules and master sufficient spectroscopy to convince yourself that regions outside the visible portion of the spectrum can be utilized to facilitate our understanding of structure as well as what transpires during reactions.

Further it is important to understand:

Some Friendly Advice: Organic Chemistry is a difficult course. For many, it will be the most difficult and time-consuming of your college career. You can make it easier on yourself by doing the following: (1) Do as many problems as you have time for beyond that minimum assigned . (2) Study regularly. If you fall behind, it's hard to catch up. (3) There is too much material to memorize everything - but you need to know the principles and understand the theory of what is encountered so you are able to make predictions.

So, to reiterate...experience dictates...

Supplementary Materials

Any other organic chemistry text book is a useful supplement and a variety can be found in Paley Library or in the Science, Engineering, Architecture Library (SEAL) in the School of Engineering. Additionally, there is a considerable amount of "online" help. There is a more-or-less complete textbook called the "Virtual Textbook of Organic Chemistry" by Professor William Reusch at MSU and there is an excellent Wiki from the University of California, Davis Campus, UCDavis ChemWiki . Additionally, there is help from "WEB-sters' Organic Chemistry" run by the Lawrence Livermore Laboratory as well as the Chapman & Hall ChemNetBase , available through the Temple Library as well as the Thieme Chemistry, Science of Synthesis (Houben-Weyl Methoden) from the same source, to name just a few.

Among my personal favorites is the classical textbook by J. D. Roberts and M.Caserio to be found here

Inexpensive sets of molecular models may be purchased in the T.U. Bookstore .



You MUST register for a recitation section of the course. Quizzes will be given in recitation and a portion of your final grade depends upon the scores you receive (see below). It is common to find that questions you did not have time to ask (or for which there was not enough time for a complete answer to be given) in lecture can be discussed in recitation.


Chemistries 2213 (Majors) and 2923 (Honors) are separate courses that has Chemistries 2211 (Majors) and 2921 (Honors) as co-requisites. The Honors and Majors meet together to the extent possible. Information for the Laboratory courses are provided separately when you go to laboratory and questions should be directed to the Organic Chemistry Laboratory Coordinator: Dr. Michael Lawlor: BE 444, (215-204-2385), michael.lawlor@temple.edu and to your laboratory instructor (Mr. Harry Gottlieb, BE126B, 215-204-1637; harry.gottlieb@temple.edu).


Your attendance at all lectures and recitations is expected and regular attendance is positively correlated with success in this course.


Grading is based upon a percentage scale. If you score more than 85% you are doing "A" work; scores less than 50% generally are unsatisfactory. Borderline grades are decided upon in consultation with recitation teaching assistants (TA's). There will be at least two 50 minute examinations worth 200 points each (for a total of 400 points) given during regular class time or recitation time and a final examination worth 400 points (on Friday, 14 December 2012; 8:00-10:00 AM ). The examinations, with the exception of the final exam (provided by the American Chemical Society) are NOT multiple choice (the operating assumption being that if you know something you can write it down). Old examinations for this course are posted on the "Retrospective" portion of the http://photon.chem.temple.edu site that can be accessed from any ON CAMPUS computer but the questions will not be repeated and thus the old examinations should be used to help show what kinds of problems can be expected. The recitation score is 200 points (from 4 quizzes worth 50 points each. The lowest grade will be omitted and 50 points assigned on the basis of class participation).

The maximum score is 1000 points.

There will be NO MAKE-UP QUIZZES IN RECITATION. If you miss an exam for any reason, your grade will be decided upon the work that you have completed.

PLEASE NOTE: Except for the final examination where time constraints preclude my preferences, I grade all of the lecture examinations myself. I believe this helps me understand where lack of communication is leading to difficulties.

Disability Impact Statement: Any student who has a need for accommodation based on the impact of a disability should contact me privately to discuss the specific situation as soon as possible. (S)he should also contact Disability Resources and Services at 215-204-1280 in Room 100 Ritter Annex so that we can attempt to coordinate reasonable accommodations for her/his documented disabilities.

Drop/Add: During the first week of classes students may rearrange their schedules without special approval from the instructor as long as the desired section(s) are open. Students should check the Diamond Line (215-204-2525) phone registration system frequently or Temple's On-line Course Schedule . Both systems will allow students to determine which sections are currently open. Note that a section that was closed in the early morning may have opened up by the afternoon, so check frequently.

Withdrawal: Students may withdraw from the course without penalty (Grade of "W") any time up to and through Monday, 10 September. After that grace period the "W" grade is only given in accordance with institutional procedure. The procedure to obtain a "W" grade after 10 September is governed by the Temple University Policy (#03.12.12) on Withdrawal. Please click here to view the policy.

Incomplete: Please note that an Incomplete ("I") Grade is only given in accord with institutional procedures. The "I" grade cannot be given until the specific requirements have been met and forms filled out, signed and submitted. This course is governed by the Temple University Policy (#03.12.13) on Incompletes. Please click here to view the policy.


All quizzes and examinations are "Closed Book". No books, notes, models, computers, or reference material may be consulted during the test period. You will not need a calculator. Giving or receiving information during examinations is a violation of the Temple Student Discipline Code and will result, at minimum, in a grade of "F" for this course.

A grading copy will be posted on the http://photon.chem.temple.edu site (that can be accessed from any ON CAMPUS computer) shortly after the examination is given. Graded papers will be returned to you either in your Recitation class or in the Lecture portion of the class as soon as possible.

I do not currently plan on discussing the examination in lecture or requesting the examination be discussed in recitation unless you have questions .


Week beginning:



27 August

Chapter 1. Bonding and Structure

Problems 1.10. 1,14, 1.15, 1.33, 1.43. Some time spent on Spartan and WebMo.

3 September

Chapter 2. Alkanes

Problems 2.5,2.6-2.9. 2.13,2.23-2.24, 2.33, 2.43-2.44

10 September

Chapter 3. The Curved Arrow Notation. Acids and Bases.

Read the Hendrickson Codex on photon.chem.temple.edu. Problems 3.2, 3.3, 3.7, 3.16, 3.27, 3.49

17 September

Chapter 4, Alkenes, Structure and Reactivity.

Problems 4.3, 4.9. 4.19, 4,21, 4.25-4.26, 4.31, 4.51-4.55

24 September

Chapter 12, IR and MS. Chapter 13 NMR.

Use Trinity Software. Problems 12.4, 12.7, 12.20, 12.27, 12.33,

1 October

Chapter 13, NMR.

Trinity Software. Problems 13.6, 13.8, 13.9, 13.15, 13.30, 13.44

8 October

Chapter 5, Addition Reactions - Alkenes.

Problems 5.1, 5.7, 5.8, 5.15, 5.18, 5.20, 5.27, 5.46, 5.47 (Note Figure 5.4)

15 October

Chapter 6, Stereochemistry.

Problems 6.2, 6.3, 6.6, 6.9, 6.15, 6.20, 6.32, 6.53

22 October

Chapter 7, Cyclic Compounds.

(Return to Spartan ES as needed) (Use pp 270-272 repeatedly) Problems 7.1, 7.2-7.5, 7.16, 7.17, 7.18, 7.25, 7.29, 7.47, 7.65

29 October

Chapters 8 and 9, R-X; X = OH, halogen, OR, SH, SR; Solvents.

Chapter 8 Problems 8.4, 8.5, 8.19, 8.20, 8.27, 8.40, 8.41, 8.53, 8.57; Chapter 9, Problems 9.1, 9.3

5 November

Chapters 9 and 10, Alkyl Halides and Alcohols: Substitution/Elimination.

Chapter 9 Problems 9.8, 9.17, 9.22, 9.26, 9.59, 9.60 (Spectroscopic analytical consideration); Chapter 10, Problems 10.5, 10.9, 10.12, 10.15, 10.21, 10.27, 10.29, 10.33-10.34, 10.53, 10.57, 10.58

12 November

Chapters 11 (Ethers) and 14 (Alkynes).

Problems 11.1, 11.4-11.5, 11.8, 11.11, 11.14, 11.20, 11.25, 11.27, 11,33, 11.40, 11.58, 11.60 Chapter 14, Problems 14.3, 14.8

19 November

Chapters 14 (Alkynes) and 15 (Dienes and Introduction to benzene).

Problems 14.12, 14.23-14.25, 14.36. Problems 15.5, 15.10, 15.16-15.18, 15.23 (use WebMO and a small basis set), 15.33, 15.49, 15.70

26 November

Chapter 27, Pericyclic Reactions

Problems 27.1, 27.2, 27.13 (Consider proton NMR), 27.16, 27.22, 27.42, 27.48, 27.54

3 December

Catch-up and Review...

Problems as needed from text and other sources.