Chem 220B, Section 01
Organic Chemistry Lecture
T,R 9:35-11:00 am
Room SC 4327
Carmelo J. Rizzo
office: SC 7662
Updated : 04/15/2008
Click here for C. J. Rizzo's Chem 220a page.
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The Final Exam will be held on Friday, April 25 from 9:00 - 11:00 am in room SC 4327. No alternative final exam will be offered.
Office hours for the week of April 21:
Mon., April 21: 10:00 - 11:00 am
Tue., April 22: 11:00 - 12:00 am
Wed., April 23: 11:00 - 12:00 am and 1:00 -2:00 pm
Thur., April 24: 11:00 - 12:00 am and 1:00 -2:00 pm
Final Exam Reviews: Wed., April 23, from 5:00 - 6:00 pm in SC 4309 and Thur. April 24, from 5:30 - 6:30 pm in SC 4309
Questions & Answers Page: I am posting questions and answers from the class, sent to me via email. Updated (04/02/2008)
Required text: Organic Chemistry, 7th edition, Francis A. Carey (ISBN 978-0-07-304787-4)
Optional text: Student Solutions Manual to Accompany Organic Chemistry, Atkins & Carey
The text and study guide have been bundled by the bookstore.
Other Optional Study Guides (available in the Bookstore):
You must be concurrently enrolled in Organic Chemistry Laboratory (Chem 219b) which is taught by Professor A. List. Please direct all question regarding the lab to Professor List.
Molecular Models: Organic chemistry is a three dimensional science. Molecular models are highly recommended for lecture and may be purchased from the Student Affiliates of the American Chemical Society:
or from the Bookstore:
Course Content: Chapters 13, 15-28 of Carey. A tentative schedule of topics is listed below. Chapters covered on the hour exams and Final may be adjusted if we fall behind schedule; the exams will never cover more than is stated.
Office Hours: M: 10:00-11:00 am; T: 11:00 am-12:00 am; W: 1:00 pm - 2:00 pm, and by appointment. Office hours are subject to change or cancellation without prior announcement. E-mail is an excellent way to communicate with me.
Weekly Review Session will be held as follows:
Exams: Three hour exams (75 pts each), Three 15-min quizzes (25 pts each), and one two-hour final exam (100 pts)
Final Exam: The final exam date is Fri., April 25, 2008 from 9:00-11:00 am in room SC 4327. There will be NO alternative date offered. Please make your travel plans accordingly.
Grades: Exams & Quizzes (75 % of final grade); Two-hour final Exam (25% of final grade)
Make Up Exams: I will give make-up exams under the following conditions:
If all three of these condition cannot be met and you have an excusable absence from the exam then your final exam will count for a proportionally larger portion of the total grade. It is to your advantage to take all exams. There will be no make-up quizzes.
A note on partial credit: Simply writing down an answer does not entitle you to partial credit. For partial credit to be awarded the answer must first, be at least partially correct; second, it must be relevant to the question being asked. Writing down the answer to a question that is not being asked does not warrant partial credit.
Handing back of exams and re-grades of exams: The goal is to have the exams graded and returned by the next scheduled class. Requests for re-grade requests will be considered for one week after the day the exams are handed back. DO NOT MAKE ANY MARKS ON THE EXAMS UNTIL YOU ARE SATISFIED WITH THE GRADING!!
Honor Pledge: You must legibly write the Vanderbilt Honor Pledge on the cover sheet of every exam. Writing the honor pledge acknowledges that you are committed to the Vanderbilt Honor Code. Exams which do not have the honor pledge will not be graded and you will receive a zero.
"I pledge my honor that I have neither given nor received aid on this examination"
A Helpful Hint: There is a tremendous volume of information to be covered in this course and we will need to proceed at a brisk pace. I suggest that you come to class prepared, having already read the chapter. This will allow you to concentrate on concepts that may be unclear to you. Chemistry is a problem solving oriented subject, thus I suggest that you try every problem in the chapters we cover ( you may see some of them reappear on exams). Finally, come to class !! Important concepts, i.e. thing that may appear on exams, are emphasized in lecture as well as things not covered in the book. This course is challenging; be prepared to dedicate at least 1-2 hours per night (5-10 hrs/wk) on organic chemistry.
Review of Previous Material: It is assumed that you have mastered the first semester of Organic Chemistry (Chapters 1-14 of McMurry) as well as understand the vocabulary of organic chemistry. Of particular importance, please review the chapters on NMR and IR spectroscopy. In addition to the material from Chem 220a, please review the following topics from General Chemistry.
Text: "Chemistry: Science of Change", 2nd ed.; Oxtoby, Nachtrieb & Freeman, Saunders College Publishing: 1994
As the course progresses there will be some important numbers and equations you will be expected to commit to memory. These will be explicitly pointed out to you. You should already know the following from General Chemistry.
You should also know the names, structures and charges of the common anions (see Table 3-2, pg. 84 of Oxtoby, Nachtrieb & Freeman) and the names and structures of common mineral acids (see Table 4-2, pg. 123 of Oxtoby, Nachtrieb & Freeman) and bases (see Table 4-3, pg. 125 of Oxtoby, Nachtrieb & Freeman).
Suggested Problems: Listed below are representative problems from each chapter. Organic Chemistry is a problem solving oriented course. It is suggested that you work all the problems in each chapter and more if possible. Working problems will enhance your ability to do well on exams.
Tentative Class Schedule
Suggested Problems, Comments, and Links to Slides and Handouts
|Thur||Jan 10||Chapter 13: Spectroscopy||Problems: 3-19,21-24,27-37,41-43,52-57|
|Tue||Jan 15||Chapter 13 (con't)|
|Thur||Jan 17||Chapter 13 (con't)|
|Tue||Jan 22|| Chapter 13 (con't)
| Slides for Chapter 15.14, #74-78 (pdf / ppt)(01/16/2008)
Problems: 15.17, 43-48
|Thur||Jan 24||Chapter 16: Ethers, Epoxides and Sulfides|| Slides for Chapter 16, #79-96 (pdf / ppt)(updated 01/25/2008)
Problems: 1, 3, 5-7, 9, 10, 12-17, 25-27, 29, 32-35, 40-43
|Tue||Jan 29||Chapter 17: Aldehydes and Ketones: Nucleophilic Addition to the Carbonyl Group|| Slides for Chapter 17, #97-125 (pdf / ppt)(01/23/2008)
Problems: 1-7, 9-11, 13-21, 25-28, 30-36, 40-43, 45-51
|Thur||Jan 31||Chapter 17 (con't)||Curved Arrow Convention|
|Tue||Feb 5||EXAM 1 (answers) (Exam 1 distribution)||Chapters 13, 15-17|
|Thur||Feb 7||Chapter 18: Enols and Enolates|| Slides for Chapter 18, # 126-146 (pdf / ppt)
Problems: 1-10, 13-15, 17, 19-23, 26-30, 33-35, 41, 43-48
|Tue||Feb 12|| Chapter 18 (con't)
Chapter 19: Carboxylic Acids
| Slides for Chapter 19, # 147-164 (pdf / ppt)
Problems: 1-4, 7, 8, 11-17, 19-24, 30, 32-34
|Thur||Feb 14||Chapter 19 (con't)|
|Tue||Feb 19||Chapter 20: Carboxylic Acid Derivatives: Nucleophilic Acyl Substitution|| Slides for Chapter 20, # 165-190 (pdf / ppt)
Problems: 1-8, 12, 13, 16-18, 20-25, 27, 28, 31-36, 40-42
|Thur||Feb 21|| Chapter 20 (con't)
|Tue||Feb 26||Chapter 20 (con't)|
|Thur||Feb 28||EXAM 2 (answers) (Exam 2 distribution)||Chapters 13, 15-20|
Mar 3 - Mar 7
|Spring Break (no classes)||Mid-semester progress reports due|
|Tue||Mar 11||Chapter 21 Ester Enolates|| Slides for Chapter 21, #191-202 (pdf / ppt)
Problems: 1-11, 13-17, 19-22, 24, 25, 30
|Thur||Mar 13||Chapter 22: Amines|| Slides for Chapter 22, #203-227 (pdf / ppt)
Problems: 1-5, 6, 7, 9, 11-15, 18-25, 27-37, 39-42, 44, 45, 47, 48, 51, 52
|Tue||Mar 18||Chapter 23: Aryl Halides|| Slides for Chapter 23, #228-233 (pdf / ppt)
Problems: 2, 3, 6, 9, 11-13, 15, 18, 19, 21, 26
|Thur||Mar 20||Chapter 24: Phenols|| Slides for Chapter 24, #234-245 (pdf / ppt)
Problems: 1, 3, 6-15, 17-22, 30
|Tue||Mar 25||Chapter 25: Carbohydrate|| Slides for Chapter 25, #246-279 (revised 3/26/08) (pdf / ppt)
Problems: 1-8, 11-13, 15-25, 27-29, 33, 36, 38, 40-43
|Thur||Mar 27||Chapter 25: (con't)||Brief Review of Stereochemistry|
Chapter 25: (con't)
|Thur||Apr 3||EXAM 3 (answers) (Exam 3 distribution)||Chapters 13, 15-25|
|Tue||Apr 8||Chapter 26: Lipids|| Slides for Chapter 26, #280-306 (pdf / ppt)
Problems: 1, 3-6, 8-11, 17, 19, 22, 23, 24, 27, 31
|Thur||Apr 10||Chapter 27: Amino Acids, Peptides, and Proteins|| Slides for Chapter 27, #307-339 (pdf / ppt)
Problems: 1-7, 10-12, 15-24, 27, 28, 30, 33-37, 39, 40, 42
|Tue||Apr 15||Chapter 27: (con't)|
|Thur||Apr 17||Chapter 28: Nucleosides, Nucleotides and Nucleic Acids|| Slides for Chapter 28, #340-365 (pdf / ppt)
Problems: 1, 4-6, 10, 12-15, 18, 20, 21, 24
|Tue||Apr. 22||Chapter 28: (con't)|
|Fri||Apr 25||Final Exam, 9:00 - 11:00 am, SC 4327||Chapters 13, 15-28|
Exams from 2006 (Text: McMurray, Organic Chemistry. 6th ed)
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