Laboratory Home Page: <http://www.organic.wsu.edu/crouchweb/chem240/lab_main.htm> includes the schedule for the laboratory and links to directions for each experiment.
Texts: William H. Brown, "Introduction to Organic Chemistry, 2nd Ed." Saunders
(Required)
Benson, Iverson and Iverson, "Student Study Guide and Problems", 2nd
Ed. Saunders (Optional)
Date | Topic | Study (Chapter.Section) | Read(Ch) | Do Problems: |
Jan 10 | Carbonyl Group: Notation, Structure, Bonding | 11.1; 1.1-4; 3.2 | 11, 1 | 1.1-8, 23, 25-26, 29-30, 34-35, 38-40; 3.1-2, 13, 15-16; 11.14 |
Jan 12 | Functional Groups, Hybridization, Naming | 11.1-2; 1.6-7; 3.3-5 | 11, 3 | 1.12-14, 47-49, 52-56; 3.3-5, 12-18, 20-21; 11.1-3, 11.16-17 |
Jan 14 | Additions: Mechanism, Electrophile, Nucleophile | 11.4; 2.5; 6.2-3; 7.2 | 11, 2 | 2.4, 20; 6.8-10 |
Jan 19 | Acetal Formation, Mechanism, Resonance | 11.6; 1.5 | 11 | 1,10-11, 44-46; 11.6, 26-29 |
Jan 21 | Nitrogen Nucleophiles: Imine Formation | 11.7, 11.10C; 2.2 | 11, 3 | 2.9-12; 11.7, 31-32 |
Jan 24 | Addition of Organometallics, Grignard | 11.5 | 11 | 11,4-5, 18, 20a,c-g, 21-23 |
Jan 26 | Oxidation & Reduction, alpha-C-H acidity | 11.8-10; 14.1,1.4 | 11, 14 | 11.8-10, 38-39, 41a,d,f, 42d |
Jan 28 | Enolates, Aldol Condensation, Synthesis | 14.1-2 | 14 | 14.1-7, 11-13, 15, 18-20 |
Jan 31 | Carboxylic Acid Derivatives: Interconversion | 12.6-7, 13.1-8 | 12, 13 | 12.4-5, 30, 33; 13.1-5, 8-9,13, 16-18, 20-22, 26-28, 32-33 |
Feb 2 | Carboxylic Acid Derivatives - Alpha Carbon Reactions | 12.8; 14.3-4 | 12, 14 | 12.6, 35; 14.8-10, 25-31, 34 |
Feb 4 | Fats, Fatty Acids, Detergents | 17.1-2 | 12, 17 | 17.1, 3, 11-12, 14 |
Feb 7 | Review | |||
Feb 9 | Exam 1 | |||
Feb 11 | Carboxylic Acids | 12.1-8 | 12 | 12.1-6, 8-9, 17a-b,d,20, 22, 27, 29-34 |
Feb 14 | Alcohols | 8.1-4 | 8 | 8.1-3, 6-9, 12-14, 27-31, 33, 37a-e, 41a-b, 42d; 11.40, 42b-c |
Feb 16 | Ethers, Epoxides, Thiols | 8.5-8 | 8 | 8.4-5, 10-11 |
Feb 18 | Chirality, Three Dimensional Structure | 4.1-2, 6-7 | 4, 3 | 4.1, 8-10, 12-16, 18-20 |
Feb 21 | R/S Naming, Two or More Stereogenic Centers | 4.3-5,8; 3.6A | 4, 3 | 3.6, 22-23; 4.2-7, 17, 21-27, 32; 11.16b,d, 33, 37 |
Feb 23 | Carbohydrates: Monosaccharides | 16.1-6, 11.6. 3.6B | 16 | 3.7-8, 31; 16.1-6, 9-10, 14-23, 26 |
Feb 25 | Glycosides, Disaccharides, Polysaccharides | 16.7-8 | 16 | 16.7, 30, 33-37 |
Feb 28 | Review | |||
Mar 1 | Exam 2 | |||
Mar 3 | Amines: Structure and Synthesis | 10.1-3, 11.10C, 13.8B | 10 | 10.1-3, 8-10, 12-13; 11.11, 31-32; 13.6, 7c, 29c, 39 |
Mar 6 | Amines: Reactions | 10.4-5, 11.7, 13.5 | 10 | 10.4-7, 16-20; 11.7, 11, 31-32, 42d; 13.4, 25, 26, 27d, 30a |
Mar 8 | Amino Acids and Peptides | 18.1-2 | 18 | 18.1-3, 8-17, 22-26, 28, 32-33 |
Mar 10 | Proteins | 18.3-5 | 18 | 18.4-7, 37-40, 43, 45, 47 |
Mar 13-17 | Spring Break | 19.1-5 | 19 | 19.1-6, 9-11, 16-18, 21-25, 29-30, 32,39, 41 |
Mar 20 | Nucleic Acids | 7.1-5 | 7 | 7.1-3, 7-8, 14-24, 26-28 |
Mar 22 | Nucleophilic Substitution, SN2, SN1 | 7.6-7, 5.2C | 7 | 7.4-5, 29-32 |
Mar 24 | Elimination, E2, E1 | |||
Mar 27 | Review | |||
Mar 29 | Exam 3 | 5.1-4, 7.6-7 | 5 | 5.1-9, 11-13, 15-18, 21, 23, 25 |
Mar 31 | Alkenes & Alkyne Structure | 6.1-6 | 6 | 6.1-7, 11-19, 22-23, 29-31, 33-37; 8.43; 11.13d,h, 41a-g,h |
Apr 3 | Electrophilic Additions | 15.1-5 | 15 | 15.1-10, 13-14 |
Apr 5 | Polymers | 20.1-7 | 20 | 20.1-6, 8, 11, 13-16, 18-21 |
Apr 7 | Metabolic Organic Reactions | 9.1-3 | 9 | 9.1, 9-12 |
Apr 10 | Aromatic Compounds | 9.6-9 | 9 | 9.4-8, 19-29 |
Apr 12 | Electrophilic Substitution | |||
Apr 14 | Side Chain Oxidations, Phenols, Arylamines | 9.4-5; 10.1 | 9, 10 | 9.2-3, 14-18, 36-39 |
Apr 17 | Review | |||
Apr 19 | Exam 4 | |||
Apr 21 | Radical Reactions | |||
Apr. 24 | Review | |||
Apr 26,28 | Review | |||
May 5 | Final Exam, 7-10 am |
Study | Grades | Problems |
You will find that much detailed information must be remembered. This is easier and more effective if the details are connected by a framework of general ideas such as mechanistic patterns and functional group similarities. Try to connect each new bit of information to what you already know. Look for analogies between the new material and the old. Solidify your knowledge and make it useful by doing problems?lots of problems. You must understand the general ideas thoroughly and use them regularly in grasping the details in order to comprehend the material.
Grades: Exams will be given on the dates indicated. Grading will be based on 100 points for each of the four hour exams, 200 points for the final (2 - 3 hours), and 200 points for the laboratory. The majority of the problems on exams will be taken directly from problems in the text. Since organic chemistry is so interrelated, it often happens that students will understand material better in the context of reviewing for the final than was they did when the material was first presented. For this reason, the final is also used as a make-up exam. This is done by calculating a separate percentage score over those questions on the final which relate to a particular mid-term. If that score is higher than the mid-term score, it will replace the midterm score in the grade calculation. No separate make-up exams will be given. Incompletes are reserved for cases where unforeseeable problems arise from circumstances beyond the student's control.
Problems: You should do all exercises found in body of each chapter or section as you study. These exercises are designed to give you practice in using the chemistry you have just studied. They are important both as practice and as a self-test of your grasp of the material. It is also very important to do the problems at the end of the chapter. This will improve the speed and understanding with which you tackle the exam questions. You will also find out how well you grasp the material in the chapter and where you need intensive review.
In doing the problems, avoid checking the answers in the Study Guide before you have completed the solution. If you need more background, check the text and your notes for similar chemistry, and apply those principles. If your answer is not like the one in the Study Guide, analyze the answer in the Study Guide to understand the ideas used and how they are applied. Often, there are several satisfactory approaches, so if you have a different approach than that used in the Study Guide, and you have checked your solution, verify it with me.
Practice Exams: Copies of exams from Spring 1999 are posted on the Web (Practice Exams). Please note that we are using a different text than was used in the Spring. After each hour exam, a key and an audio tape discussing each problem and its solution will be placed in SLIC.
Computer Exercises: Further opportunities to practice are afforded by the computer problems found on the Gateway Computers in Fulmer 401 and at SLIC. Last year, students who used the computer exercises had an exam average about 10 points higher than those who didn't. Computer usage at SLIC is subject to a $10.00 per semester fee this year.
Frequently Asked Questions ? and Their Answers:
A > 88, A- > 82, B+ > 78, B > 74, B- > 70, C+ > 66, C > 56, C- > 50, D > 40, F < 41.
These breaks may shift slightly when significant gaps in the grade plot occur.