CHEM 231A

  Fall  2005

Dr. Nooshin Hashemzadeh                                                                      Phone:                                              

mhashemz@whittier.edu                                                                          Office:

Lecture: MWF 9:00 – 9:50 am                                                                Fax:

Office Hours: M, W: 11-12                                                                 

 

Text

1.   P. Y. Bruice.  Organic Chemistry, Fourth Ed., Pearson Edu., Inc., 2002.

2.   P. Y. Bruice.  Student Study Guide and Solutions Manual for Organic Chemistry, Fourth Ed., Pearson Edu., Inc., 2002.

 

Molecular Models

At times, organic chemistry requires complex 3-D visualization of molecules; Chapter 5 in particular is extremely difficult to master without the use of models.  As such, molecular model kits are highly recommended for this class, and can be used during midterms and the final.  Model kits are available at the Bookstore or can be ordered from Barnes and Noble (go to www.bn.com under College Textbooks.)

 

Grading

The grading for this class, which will be curved, is based on the two midterms and the final exam:

                        Midterm I                      100 points                    Monday,       10/17

                        Midterm II                    100 points                    Monday,       11/07

                        Final Exam                    200 points                    Monday,       12/14

 

The final will be held on December 14, 2005 from 10:30 - 12:30 pm in.

 

Midterms and Final Exam

There will be no make-up exams.  Exams are closed-book, however model sets are permitted.  Students must bring their student ID with them to each examination.  Absences due to illnesses or other emergencies require documentation (official doctor, hospital, or police records); unexcused absences will result in a score of zero for the exam.  Graded exams can be retrieved at my office, and students must present a picture ID.  Exams not picked up within two weeks will be recycled.

 

Homework

In this class, homework will neither be graded nor collected, however your key to success in this class is simple:  do as many problems as possible.  Your textbook is excellent in this capacity since it is full of practice problems.  You can avoid certain problems that represent material which will not be covered on exams; these are listed on the study guide.

 

Regrade Policy

A key to each exam will be posted on the bulletin board outside my office.  If a grading error was made on your exam, attach a signed note that explains the mistake clearly and return the exam to me.  You have one week after an exam is returned to submit it for a regrade.  Also, DO NOT write corrections directly on the exam or else it will not be regraded.

 

Academic Dishonesty

Altering a graded exam and submitting it for a regrade constitutes academic dishonesty.  This and any other instance of academic dishonesty will be cause for a grade of F for the course.  Formal reports of such instances will be sent to the student's academic dean and to other college officials who may take further action. 

 

Tentative Course Lecture Schedule

Lecture       Date                                         Topics                                                         Sections

     

1                      M, 9/12            Electronic Structure and Bonding                                              1.1-1.3

 

     2           W, 9/14           Lewis Structures, Molecular Orbital                                          1.4-1.7

 

     3           F, 9/16             Ethene, Ethyne, reactive species and other molecules                 1.8-1.15

 

     4           M, 9/19            Acids and Bases and pKa                                                         1.16-1.21

 

5           W, 9/21           Alkanes and Nomenclature                                                       2.1-2.7

            

     6           F, 9/23             Physical properties of alkyl halides. Alcohols, ethers                  2.8-2.9

                                          and amines

     7           M, 9/26            Conformation of alkanes and cycloalkanes                                2.10-2.12

                                         

     8           W, 9/28           Cycloalkanes and Cyclohexane Conformation                          2.13-2.15

                                          Skip Section 2.15                                                                   

    9           F, 9/30              Structure and Nomenclature of Alkenes                                   3.1-3.5

                 

    10          M, 10/3            E/Z Nomenclature, Reaction and Arrows                                  3.6

 

     11         W, 10/5           Thermodynamics vs. Kinetics                                                    3.7

                                          

    12          F, 10/7             Reactions of Alkenes                                                                4.1-4.3      

    13          M, 10/10          Columbus Day

    14          W, 10/12         Addition and Rearangement                                                      4.4-4.6

    15          F, 10/14           Break

    16          M, 10/17          MIDTERM I (Chapters 1 – 3)                                                                            

    17          W, 10/19         Oxymercuration and Hydroboration, Addition of Hydrogen 4.7-4.9                        

    18          F, 10/21           Radical addition, hydrogenetion, stabilities of alkenes                 4.10-4.12  

 

    18          F, 10/21           Radical addition, hydrogenetion, stabilities of alkenes                 4.10-4.12  

                                          and synthesis

    19          M, 10/24          Stereochemistry                                                                        5.1-5.6      

                                         

    20          W, 10/26         Optical activity, enantiomeric excess                                          5.7-5.9                                                

    21          F, 10/28           Meso compounds; R/S nomenclature; reactions of chiral            5.10-5.15

                                          compounds; resolutions

 

    22          M, 10/31          Topicity; Stereochemistry of alkene addition                              5.16-5.20  

                                                                                                                                         

    23          W, 11/2           Reactions of Alkynes                                                                6.1-6.8

                                         

    24          F, 11/4             Acidityof alkynes, Synthesis                                                      6.9-6.12

                                          Skip Section 6.11

    25          M, 11/7            MIDTERM II (Chapters 3.1 – 6.12)                                    

 

    26          W, 11/9           Delocalized Electrons                                                                7.1-7.3

    27          F, 11/11           Resonance Structure and Energy                                               7.4-7.6

    28          M, 11/14          Allylic and Benzylic Cations and Radicals                                 7.7-7.11

 

    29          W, 11/16         Reactions of Dienes                                                                 8.1-8.4

                                         

    30          F, 11/18                                                                                                           8.5-8.6

 

    31          M, 11/21          Thermodynamic and Kinetic control of reactions                        8.7-8.8

                                                   Diels-Alder reaction, Skip Section 8.9-8.13

 

    32          W, 11/23         Reaction of Alkanes-Radicals.                                                  9.1-9.3

                                          Chlorination and bromination

                  F, 11/24           Thanksgiving Holiday-No Class

    33          M, 11/28          Radical substitution of allylic and benzylic hydrohens                  9.4-9.5

                                         

    34          W, 11/30         Stereochemistry of Radical Rxn, Rxn of Cyclic Comp.               9.6-9.7

 

    35          F, 12/02           Mechanism Of SN2                                                                  10.1-10.4

                 

    36          M, 12/05          Mechanism Of SN1                                                                  10.5-10.6

     

    37          W, 12/7           Stereochemistry of SN2 and SN1                                             10.7

                 

    38          F, 12/9             Benzylic, Allylic Halides,Rule of solvent on SN1 and SN2         10.8-10.10

 

    39          M, 12/12          Review section

 

    40          W, 12/14         FINAL EXAM (Chapters 1-10)

                                          Wednesday, December 14, 2004 9:00-11:00 AM