Syllabus Chem 28A Organic Chemistry. J. Dekker

Reedley College, Fall 2008

 

Lecture: TTh 11:00am-12:15 in Room SOC 36

Office: RC ADM 9, phone # 559.638.3641 X3353

email: jan.dekker@reedleycollege.edu

Office hours: By appointment

Chemistry Department website

Please, bookmark this site on your computer

 

Lecture

The lectures will be presented in SOC 36. We will use some computer programs, but mostly worksheets to practice the material. There will be a link from the Chemistry Department web site supporting you with lecture notes, sample quizzes and sample exams.  

Textbooks

1. McMurry, Organic Chemistry: A Biological Approach 

2. Traynham, Organic Nomenclature (6th ed.)

Course description and objectives : Chem 28A is an organic chemistry course designed for biology and biological science majors. Chemical engineering, pre-med, pre-dental, pre-vet and pre-pharmacy professional majors will also need and enjoy this course. Students will acquire a solid base to study biochemistry, pharmacology and other biology and chemistry related fields in medical school, pharmacy school, chiropractic school, vet school etc. In this class we learn how to recognize and name the principal functional groups in organic compounds, and we make a thorough study of the reactions of these functional groups with emphasis on theory and mechanism. We will gain an understanding of chirality and its influence on the reactivity of organic compounds in biological systems. In addition, analysis of MS, IR and NMR spectra will be part of this course.

Everything we do in this class is geared to a successful transfer for you to reputed four year institutions such as the UC system, Cal Poly, UOP, and USC. Feel free to refer to Alumni of the organic chemistry program at Reedley College.

Course Outcomes:

Upon completion of this course, students will be able to:

A. analyze the structural formula of an organic compound, recognize its functional groups and name it properly.

B. draw a structural formula given the systematical name of an organic compound.

C. recognize chiral compounds and understand their physical properties.

D. complete the reactions of many aliphatic molecules and write the correct reaction mechanism.

E. analyze MS, IR and NMR spectra and determine the structure of an unknown compound.

Quizzes and exams: There will be three quizzes and the average score of these quizzes is worth two exam scores. Including the final there will be a total of three exams, typically covering more material than the quizzes. Each exam including the final will be equally weighted. When a student does not show up for a quiz or exam without prior notice, it is graded with a zero (0) and loss of the incentive described under Grading. This grade (a zero) is also used for fraudulent behavior.

To resume, the percentage that each type of test counts towards your final grade is as follows:

Average of the exams 50.00%

Average of the quizzes 33.33%

Average of the homework and pop quizzes 16.67%

Grading: The average of graded homework and pop quizzes is worth the weight of one exam score. If the student's attendance is 95% and he/she has fulfilled all the assignments properly and submitted on time, the lowest grade of the quizzes will be dropped.

Typical break-off for grading: A > 90%; B 80-89%; C 70-79%; D 60-69%; F < 59%.

Homework: Homework will be assigned often. It is crucial to your success that you do your homework, with the emphasis on problems and readings in McMurry's text. Occasionally homework and worksheets will be collected and selected problems graded.

Drop date: The final date to drop this class is Friday October 17, 2008. After that day a letter grade needs to be assigned and it will appear on your transcripts. You will avoid a "W" when you drop the class before or on Friday September 5, 2008.

Attendance and class rules: In accordance with Community College policy attendance is mandatory. If you miss two weeks or four consecutive lectures without prior notice you will be dropped automatically.  

Tardiness, leaving early, stepping out of class, sleeping during class, and the use of cell phones, black berry's, blue tooth's, text messaging etc., doing other work than directly pertaining to the course are all considered disruptive behavior and will ultimately be "punished" with an absence.  

You are not supposed to miss any assignment. In case of serious emergency, always let me know in advance if you need to miss a homework assignment, quiz or exam. Also, you will be required to show evidence for your absence. If you omit this, it will cost you the incentive described above, and you will get the lethal zero grade.

Lecture topics.

The topics represent the chapters in McMurry's text book. Each topic will require about two weeks.  It is imperative you read the chapter ahead of time.

1. Structure and Bonding. Hybridizations. The Nature of Chemical Bonds

2. Polar Covalent Bonds. Acids and Bases

3. Organic Compounds. Alkanes: Naming and Stereochemistry. Introduction to Functional Groups

4. Cycloalkanes and Their Stereochemistry. Stability, Ring Strain, Conformations

5. An Overview of Organic Reactions. Introduction to Reaction Mechanisms

6. Alkenes and Alkynes: Naming using E-Z nomenclature. Stability of Alkenes. Carbo-cation Structure, Stability and Rearrangements. Markovnikov' Rule Regarding Addition Reactions to Alkenes and Alkynes

7. Reactions of Alkenes and Alkynes. Preparations, Halogenation, Halohydrins, Hydration, reduction, Oxidation, Radical reactions, Conjugated Dienes and Their Reactions

8. Aromatic Compounds

9. Stereochemistry. Enantiomers and the Tetrahedral Carbon. Chirality, Optical Activity. Meso Compounds. Stereochemistry of Reactions. Chirality in Nature

10. Alkyl Halides. Nucleophilic Substitutions and Eliminations. SN1, SN2 and E1, E1cb, and E2 Mechanisms. Biological Elimination Reactions

11. Structure Determination. Mass Spectrometry (MS), Infrared Spectroscopy (IR), and Ultraviolet Spectroscopy (UV). Interpreting Spectra. In Chem 29A, the OChem Lab you will get a chance to work with a GC and a FTIR hands-on.

12. Structure Determination. Nuclear Magnetic Resonance Spectroscopy (NMR). Chemical shifts, 13C NMR, 1H NMR and Proton Equivalency, Spin-Spin Splitting.

13. Alcohols, Phenols, and Thiols. Ethers and Sulfides. Naming, Properties, Preparations and Reactions. Spectroscopy of Alcohols, Phenols, and Ethers.

14. Aldehydes and Ketones. Nucleophilic Addition Reactions.


There will be no class on Tuesday November 11 and Thursday November 27, first Thanksgiving Holiday.


Important: If you have a verified need for an academic accommodation or materials in alternate media (i.e., Braille, large print, electronic text, etc.) per the Americans with Disabilities Act (ADA) or Section 504 of the Rehabilitation Act, please contact me as soon as possible.

Lecture Quizzes and Exams

 

Thursday 9/4

Quiz 1

Thursday 9/25

Exam 1

Thursday 10/16

Quiz 2

Thursday 11/6

Exam 2

Tuesday 11/25

Quiz 3

Tuesday 12/16

Final Exam @11:00am-12:50 in SOC 36

Suggestion: write these dates down in a separate calendar, your agenda, your computer or your phone.

Recommended readings and useful computer programs.

1. Timberlake, Biological and Organic Chemistry. A simplified approach that can be helpful at the start

2. Luceigh, Chem TV Organic Chemistry I and II. CD-ROM.

3. Lampman, Organic Nomenclature. Trinity Software.

4. Zubay, Biochemistry.

5. Brown and Foote, Organic Chemistry (5th ed.).

6. Nifty Organic Flashcards to practice!