ORGANIC  CHEMISTRY

CHEM 211A (Lec. & Lab.)

FALL 2009

Fullerton College

 

                                                Lec.     TR 1:00 2:20 p.m. (Rm. 402T)      

                                                Lab.     TR  2:30  -  5:20 p.m. (Rm. 415T)

                                                            F    11:00 4:50 p.m. (Rm.415T)

                                                           

 

 

Instructor:                  Dr. Tilahun Yimenu

Office:                         2023_R4

Telephone:                 (714) 992-7118           Email: tyimenu@fullcoll.edu

Office Hours: T R11:00-12:30 p.m. / T R 5:30 6:00 p.m./ M W 12:45 -1:30p.m.

 

Text Books:                - Brown, Foote, and Iverson, Organic Chemistry, 5th Ed.

- Iverso and Iverson, Student Study guide and Solutions Manual

                                                            - Williamson, Kenneth L., Macroscale and Microscale

                         Organic Experiments, 5th Ed.

-         Lab safety Packet

 

Recommended Collateral Reading

                                    - Wade, L. G. Jr., Organic Chemistry, 6Th Ed.

                                    - Ege, Seyhan, Organic Chemistry, 4th Ed.

- Solomons, T.W. Graham, Organic Chemistry, 5th Ed.

- R.T. Morrison and R.N. Boyd, Organic Chemistry, 5th Ed.

- S.H. Pine, Organic Chemistry, 5th Ed.

 

Additional Supplies:   - Framework Molecular Model Set

- Case hardened goggles.

 

Prerequisites:             CHEM 111AB General Chemistry

 

Reading and Problem Assignments:

 

            It is important to complete reading before class to maximize benefit from the lecture.   Your success in this course will be based to a large extent on how well you grasped important principles and how well you are able to solve problems.  If your textbook is not clear on some topics refer to other textbooks.  Additional textbooks will be on reserve in a limited loan section of the library.  In addition to this, an on-line resource center is available at www.prenhall.com/wade.  Problem assignments will be made periodically through the semester.  Some test questions will be taken from problem assignments, lecture and the reading material.  You should solve as many additional problems as time permits.  Remember

 

I hear and I forget

I see and I remember

I do and I understand.  (Chinese Proverb)

 

 

Tentative Lecture Schedule

                                                                                                           

Week                          Topics                                                                                     Chapter

 

 1, 2                 Covalent Bonding and the Shapes of Molecules                         1                                                                      1

 

 3                     Alkanes and Cycloalkanes                                                                    2

 

 4, 5                 Stereoisomerism and Chirality                                                   3

 

 6                     Acids and Bases                                                                                   4

 

 7                     Alkenes: Bonding, Nomenclature, and Properties                                  5                                                                                 

8, 9                  Reactions of Alkenes                                                                            6                     

10                    Alkynes                                                                                                7

 

 11                   Haloalkanes, Halogenation, and Radical Reactions                                8                                                                                                                                 

12, 13              Nucleophilic Substitution and    -Elimination                               9                                                                                             

14, 15              Alcohols                                                                                               10

 

16                    Review

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

Grades and Distribution of Points

Course grade will be based primarily on the total points accumulated as follows:

                                                                                                                       

                                                                                     Points

Examination (4)                                                            300

Final                                                                             150

Laboratory                                                                   125

Participation & Evaluation                        25

                                                              Total               600

 

                        85.0 - 100%  = A

                        75.0 - 84.9% = B

                        60.0 - 74/9% = C

                        50.0 - 59.9% = D

                        Below 50%    = F

 

Final Exam - Tuesday, Dec. 15, 2008, 1:00 2:50 p.m.

 

There are no make-ups.  Any missed exam is considered a dropped exam, regardless of the reason.  A student planning to miss a second exam for serious reasons must consult with the instructor.  The instructor may decide to give more exams, unannounced quizzes or any other assignments when deemed necessary.  The instructor also may change the exam dates and due dates for various assignments.  Everyone has to take the final examination.  The exams could be in the form of multiple choice questions or essays or calculations, or any combination of all these formats.  Students should bring calculators, pens, pencils (#2) and scantrons (#882).  Wide window calculators, capable of storing text, are not allowed during exams and quizzes.  Students have to participate in group activities in both lecture and laboratory sessions.  Attendance will be part of the evaluation for participation.

 

Student Wait Time for Instructor

If the instructor, due to unforeseen emergencies, does not arrive at the scheduled start time for class, students are to remain in class for fifteen minutes, unless otherwise notified by the division.  If you do not receive notification to wait for your instructor to arrive, you may leave after fifteen minutes with no penalty for absence or assigned work due for that class.

 

Withdrawals and Incompletes

 

            If you are considering to withdraw from the course, consult with your instructor first.  Also, be sure you understand the college's policies on withdrawals and incompletes (refer to class schedule for the semester).  The instructor hopes that no student will have to withdraw from the course.  A student withdrawing from the course must first check out of the laboratory lockers.

 

STUDENTS ARE TO BE AWARE AND ABIDE BY THE COLLEGE'S REGULATIONS CONCERNING STUDENT CONDUCT.

 

 

 

 

 

 

 

Laboratory

 

            In Chemistry 211A, the laboratory is an integral part of the course.  Failure to complete the experiments and hand in the reports will result in unsatisfactory grades for the course.  Laboratory reports should be written in ink.  Part of the laboratory training is to develop neat working habits.  Students also learn how to budget their time in performing their experiments.

 

Laboratory Safety Procedures (SPH)

 

            Safety must be a primary consideration for all persons entering a chemical laboratory.  Experiments have been selected for their expected safety for students learning and understanding appropriate safety for each experiment.  Further, each student has an obligation to consult the instructor for help when safety procedures are not clear.  The following general procedures must be observed.  Also read the 23-point safety instructions in the Lab Safety Packet, and the emergency response message attached with this syllabus.

 

            1.         Before beginning the first experiment, familiarize yourself with the location of the fire extinguishers, safety shower and eye wash fountain in the laboratory.  Consult with your instructor regarding the proper operation of the equipment.  Read the information on laboratory safety, which can be found in the text.  Always note any safety precautions, which are mentioned for specific experiments.

                                   

            2.         Approved safety glasses or goggles must be worn at all times while you or others are working in the laboratory.

 

            3.         Wear appropriate clothing.  This includes closed-toe shoes and some type of protective apron or lab coat.

 

            4.         Work is not permitted in the laboratory except during regular class periods when an instructor is present.  Performance of unauthorized experiments is not allowed.

 

            5.         Smoking, eating and drinking are not permitted at any time in the laboratory.

 

            6.         Waste chemicals must not be poured down the drain without proper treatment or neutralization.  Consult your instructor before chemicals are disposed of.

 

7.      Report any accident, even the most minor, to your laboratory instructor.  In case of a chemical splash, flush the area thoroughly with water.  Wash your eyes continuously using the eye wash fountain for at least 15 minutes when chemicals get into your eyes.  Fires can usually be extinguished by smothering.  Use the fire extinguisher with care.

 

8.      If you miss the first day laboratory session, you must watch the safety video online before you come to the next lab meeting. The website is at http://www.oid.ucla.edu/webcast/chemistry/chemistry body.html

 

 

 

 

 

 

 

 

 

Laboratory Notebook:

 

            The laboratory notebook has two main purposes.  First, it is intended to teach you how to keep a detailed record of what you actually did in the laboratory.  The overriding question you should answer in deciding what and how to write in the notebook should be "Can someone else pick up my notebook, and without any other outside information, repeat what I have done?"  If the answer to this question is "yes" then your notebook is properly written.  Secondly, the keeping of a notebook will teach you how to record, summarize and report your work to others.  That will include research reports to supervisors, to journals for publication, and before technical and scientific audiences.  This skill is a vital part of your successful performance in any field of science.  Communication of your findings is an essential ingredient to successful performance.  Your notebook must have a current Table of Contents.  Some other ideas are cited below.

 

The prewriteup - before coming to class the following information should be entered in ink in a bound hard cover notebook with crosshatched lines and with consecutively numbered pages that are perforated and have carbon copy pages.

 

                        1.         Title of the Experiment:  Write the full title of the experiment

 

                        2.         Date

 

                        3.         Reaction Equation:  Write the reaction equation (when appropriate) showing the structural formulas and names of substances involved in the reaction.  If the experiment involves only techniques, sketch the apparatus and write the structures of substances used in this particular experiment.

 

                        4.         Side Reactions:  Show any possible side reactions (when necessary) and the steps that may be used to avoid them.

 

                        5.         Purpose:  Write the objectives of this experiment clearly, keeping in mind

                                    what you intend to accomplish in this experiment.

 

                        6.         Physical Properties:  Enter the physical constants and quantities of reactants, products and reagents, as appropriate (e.g. molecular weights, densities, bp, mp solubility and any precautions).  Refer to Handbook of Chemistry and     Physics for some of this information.  This section of your prewrite-up can be presented in a table format as shown below.

 

           

 

Compound

 

MW                MW

                Mass

                Volume

                Density

                Moles

                bp

                MP

                Solubility

                Precaution

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

           

 

7.                  Introduction (Theory):  Refer to your laboratory textbook, lecture textbook and other relevant organic chemistry books and write a background (theoretical) information about the experiment.  Include information on the reactions, concepts and techniques involved.

 

 

 

The write-up - While the experiment is in progress write all data and relevant observations directly in your notebook.  Be observant, noting precipitation, color change, gas evolution, heating, or any other change, which occurs.  Do not record information on odd scraps of paper, which may be lost.  Do not "white-out or erase material in your notebook. 

 

                        8.         Procedure:  Write what you did and observed in a paragraph format using the third person singular and the past tense.

 

                        9.         Results:  Attach firmly in your notebook and analyze all spectra and

                                    chromatograms. Calculate the theoretical maximum and determine the percent yield. Discuss results in terms of reaction objectives and conditions, and comment on the theoretical foundation of the results.

 

                        10.       Mechanism:  Write a mechanism for any reaction which has occurred, when appropriate.

 

                        11.       Conclusion:  Include a brief conclusion, which summarizes the objectives and results, and comment on unexpected results or any problems encountered.

 

                        12.       References: All references should be cited as follows:

                                    Authors last name, first name, name of the book, pages, year published.


 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

Laboratory Schedule Fall 2009

 

     DATES                               TOPICS                                                                      CHAPTERS     

            TR                   F         

            8/18                 8/21     Introduction, Safety Video, Check-in                                        --

            8/20                             Pre-lab Discussions, Lab Reports                                            

            8/25                 8/28     Melting Points, Expt. 2, 4                                                          4         

            8/27                 9/4       Crystallization (Expt. 2, 3, 7)                                                     3         

            9/1                               Continue Crystallization

            9/3                   9/11     Molecular Models                                                                    Handout                      

            9/8                               Extraction - Discussion                                                             8         

            9/10                             Extraction (Expt.1)

            9/15                 9/18     Distillation - Discussion                                                 5

            9/17                             Distillation (Expt. 2A and 3A)                                      

            9/22                             Continue Distillation

            9/24                 9/25     Molecular Models - Stereochemistry                                         Handout

            9/29                             Chromatography Lecture                                                          9,10,11

            10/1                 10/2     Thin Layer Chromatography (Analgesics only)               9

            10/6                             Selecting a solvent for chromatography                          Handout

            10/8                 10/9     Column Chromatography                                                          10

            10/13                           Gas Chromatographic Analysis of Products                               11

            10/15,10/20     10/16   Infrared Spectroscopy(IR)                                                       12

            10/22,10/27     10/23   Nuclear Magnetic Resonance Spectroscopy(NMR)                 13

            10/29               10/30   Alkanes and Alkenes, Part 4 only                                              18

            11/3                             Synthesis of Cyclohexene                                                          19

            11/5                 11/6     Synthesis of Diphenylacetylene, Expt. 5                         59       

            11/10                           Substitution Reactions - Discussion                                           16,17

            11/12               11/13   Nucleophilic Substitution Reactions of Alkyl Halides      17

            11/17                           Preparation of 1-bromobutane                                      16

            11/19               11/20   Continue preparation of 1-Bromobutane                                                                                                     

            11/24                           Review

            12/1                 12/4     Check Out