chem220b_S11
Chem 220b, Section 01Organic Chemistry Lecture Spring 2011 T, R 9:35-10:50 am Room 4309, SC Lecture Halls |
Carmelo J. Rizzo office: Rm 7662, SC New Chemistry Bldg Tel.: 322-6100 e-mail: c.j.rizzo@vanderbilt.edu |
The Final Exam is scheduled for Tue., May 3, 2011 from 3-5 pm (CST) in SC 4309.
There will be NO alternative date offered.
Office hours for finals week will be:
Wed. (4/27): 8:00 – 9:30 am (normal hrs);
Thur. (4/28): 11:00 – 12:00 and 1:00 – 2:30 pm
Fri. (4/29): 10:30 – 11:45
Mon. (5/02): 1:00 – 2:30 pm
Updated : 05/02/2011
Links to C. J. Rizzo’s Chem 220a page or Chem 220b from Spring 2008.
You will need Adobe Acobat Reader to view pdf files.
Questions & Answers Page: I am posting questions and answers from the class, sent to me via email. Updated (05/02/2011)
Required text: Organic Chemistry, 4th edition, Maitland Jones, Jr. & Steven A, Fleming (ISBN 978-0-393-93149-5)
Optional text: Student Solutions Manual to Accompany Organic Chemistry
Organic Chemistry as a Second Language, 2nd Edition, David R. Klein (ISBN 978-0-471-73808-4)
The text and study guide have been bundled by the bookstore.
You should be concurrently enrolled in Organic Chemistry Laboratory (Chem 219b) which is taught by Professor P. Kaszynski. Please direct all question regarding the lab to Professor Kaszynski.
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:
- Organic Chemistry Models (Molecular Design, Inc.)
or from the Bookstore:
- HGS Molecular Structure Models
Course Content: Chapters 12-19, 22, 23 of Jones & Fleming. 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: 1:00-2:00, T: 11:00-12:00, W: 8:00-9:30, Th: 11:00-12:00. Office hours are subject to change or cancellation without prior announcement. E-mail is an excellent way to communicate with me.
Weekly Review Session: Monday and Tuesday from 5:00-6:00 om in room SC 5502 (5th floor of the Science & Engineering Bldg).
Course Policies:
Exams & Quizzes: Three hour exams (100 pts each), four quizzes (100 pts total), ~10 weekly on-line quizzes (25 pts total), and one two-hour final exam (200 pts). Quiz grades toward the overall average will be the best 4 out of 5 (4 inclass and total of the weekly quizzes). The online quizzes will be accessed through the SmarkWork system that comes with your textbook (see announcement posted on OAK for the enrollment key). The quizzes will be open for ~two days and may be accessed only once. My expectation is that you will work alone on these online quizzes. You may use you book and notes.
Exam and quiz dates are indicated on the schedule below and will NOT be changed. Hour exams and quizzes will be given during the regularly scheduled class time.
Final Exam: The final exam date is Tue., May 3 2011 from 3-5 pm (CST). There will be NO alternative date offered. Please make your travel plans accordingly.
Grades: Exams & quizzes (~67 % of final grade); Two-hour final Exam (~33% of final grade)
- Your final grade will be determined by your overall average. Assignng letter grades will start with scale shown below; the ranges may be expanded according to the class distribution.
- 90-100= A range; 80-89= B range; 70-79= C range; 60-69= D range; below 60= F
Make Up Exams: I will give make-up exams under the following conditions:
- 1. If it can be made up within 24 hrs of the missed exam.
- 2. If it is arranged prior to the day of the missed exam.
- 3. There is a legitimate medical or family excuse. These excuses must be verified in writing by the Dean’s office for family reasons or a physician for illness. A note stating that you visited Student Health is not sufficient. Having other exams on the same day nor anxiety attacks will not be considered.
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 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 and quiz. Writing the honor pledge acknowledges that you are committed to the Vanderbilt Honor Code. Examsand quizzes 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 work through 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 1-11 of Jones & Fleming) as well as understand the vocabulary of organic chemistry. In addition to the material from Chem
Text: “Chemistry: A Molecular Approach”, Nivaldo J. Tro
Pearson Prentice Hall Publishing: 2008
Electronic Structure: Chapter 8
Lewis Structure and Chemical Bonds: Chapter 9
VSEPR and Molecular Orbitals: Chapter 10
Atomic Orbitals: Chapter 7
Chemical Equilibrium: Chapter 14
Acid-Base Equilibrium: Chapters 15 and 16
Thermochemistry: Chapters 6 and 17
As the course progresses there may 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.
The Gas Law Constant, R= 1.99 cals/(mol)(°K) (2.0 is close enough) -or- = 8.314 J/(mol)(°K)
Gibb’s Free Energy: ΔG°= ΔH° – TΔS°
ΔG°= -RT ln Keq
pKa= – log Ka
In addition, it is also assumed that you know the vocabulary of General Chemistry. That is, you should know the names, structures, and charges of the common anions (see Tables 3-3 and 3-5, pg. 94-95 of Tro) and the names and structures of common mineral acids (see Table 15.1, pg. 664 of Tro) and bases (see Table 15.2, pg. 666 of Tro)
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
Dates |
Chapter |
Suggested Problems, Comments, and Links to Slides and Handouts |
|
Thur | Jan 13 | Chapter 12: Dienes and the Allyl System: 2p Orbitals in Conjugation | Problems (Jones & Fleming): 1-3, 8-10, 12-22, 24-27, 29, 30, 38, 40-46, 48, 49, 52, 53, 55, 61, 62, 63c-d. |
Tue | Jan 18 | Chapter 12 (con’t) | Curved Arrow Convention
Review Chapters 2 (Resonance) and 3 (Mechanism) of Organic Chemistry I by Klein |
Thur | Jan 20 | Chapter 15: Analytical Chemistry: Spectroscopy | Problems (Jones & Fleming): 3, 5, 7, 10-20, 22-27, 32-35, 37, 40-46, 48, 49, 51-55, 57, 60, 61, 64, 65, 73, 79, 91.
slides for Chapter 15 (#30-86 ): pdf/ ppt (revised 01/25/2011) |
Tue | Jan 25 | Chapter 15 (con’t) | Typical IR absorptions and NMR chemical shifts. |
Thur | Jan 27 | Chapter 13: Conjugation and Aromaticity
Quiz 1: Chapters 12 and 15.1-15.6c (~ page 750) – answers / distribution |
Problems (Jones & Fleming): 1, 7-10, 13, 16, 17, 19, 23, 24, 26-29, 31, 32, 34-40, 43-48, 51, 52, 54, 57, 58, 60
slides for Chapter 13 (#87-115): pdf / ppt (revised 02/01/2011) |
Tue | Feb 1 | Chapter 13 (con’t) | |
Thur | Feb 3 | EXAM 1: Chapters 12, 15, 13.1-13.9 – answers / distribution | |
Tue | Feb 8 | Chapter 14: Substitution Reactions of Aromatic Compounds | Problems (Jones & Fleming): 1, 2, 4-11, 13-17, 19-21, 26-32, 34-37, 45-51, 54-58, 60, 61, 63, 71.
slides for Chapter 14 (#116-143): pdf / ppt (updated 02/09/2011) |
Thur | Feb 10 | Chapter 14 (con’t) | summary of electrophilic aromatic substitution (revised 02/11/2011)
Chapter 3 (Electrophilic Aromatic Substitution) and 4 (Nucleophilic Aromatic Substitution) of Organic Chemistry II by Klein |
Tue | Feb 15 | Chapter 16: Carbonyl Chemistry 1: Addition Reactions | Problems (Jones & Fleming): 8, 9, 11-22, 24-29, 31-49, 57, 59, 62, 63, 65, 67, 69-73.
slides for Chapter 16 (#144-175): pdf / ppt (revised 02/24/2011) |
Thur | Feb 17 | Chapter 16 (con’t)
Quiz 2: Chapters 14 – answers / distribution |
Chapter 5 (Ketones and Aldehydes) of Organic Chemistry II by Klein |
Tue | Feb 22 | Chapter 16 (con’t) | brief handout on drawing strructures: pdf / ppt (02/16/2011) |
Thur | Feb 24 | Chapter 17: Carboxylic Acids | Problems (Jones & Fleming): 1, 2, 4, 6, 7, 9-11, 13-17, 21-23, 25-36, 37-39, 41, 43, 44, 46, 49b, 49d, 50, 53, 55.
slides for Chapter 17 (#176-198 ) pdf / ppt (updated 02/28/2011) |
Tue | Mar 1 | Exam 2: Chapters 12-16 – answers / distribution | |
Thur | Mar 3 | Chapter 17 (con’t) | Chapter 6 (Carboxylic Acid Derivatives) of Organic Chemistry II by Klein |
Mar 5 – Mar 12 | Spring Break (no classes) | Mid-semester progress reports due | |
Tue | Mar 15 | Chapter 17 (con’t) | |
Thur | Mar 17 | Chapter 18: Derivatives of Carboxylic Acids: Acyl Compounds | Problems (Jones & Fleming): 1, 2, 4-13, 16, 17, 19-23, 26, 29, 33-40, 42, 45, 47-51
slides for Chapter 18 (#199-221 ) pdf / ppt (updated 03/11/2011) |
Tue | Mar 22 | Chapter 18 (con’t) | |
Thur | Mar 24 | Chapter 19: Carbonyl Chemistry 2: Reactions at the α-Position
Quiz 3: Chapters 17 -18 – answers / distribution |
Problems (Jones & Fleming): 1-5, 7-21, 23-29, 31-35a, 36, 38, 47-57, 59, 60, 62-65, 67, 70-75
slides for Chapter 19 (#222-257) pdf / ppt (revised 03/21/2011) |
Tue | Mar 29 | Chapter 19 (con’t) | Chapter 7 (Enols and Enolates) of Organic Chemistry II by Klein |
Thur | Mar 31 | Chapter 19 (con’t) | |
Tue | Apr 5 | EXAM 3: Chapters 12-19 – answers / distribution | |
Thur | Apr 7 | Chapter 22: Carbohydrates | Problems (Jones & Fleming): 1-17, 20-24, 26-38, 41, 42, 49
slides for Chapter 22 (#258-292) pdf / ppt (revised 04/18/2011) |
Tue | Apr 12 | Chapter 22 (con’t) | Brief Review of Stereochemistry Fischer Projections |
Thur | Apr 14 | Chapter 22 (con’t)
Quiz 4: 12-19, 22 – answers / distribution |
|
Tue | Apr 19 | Chapter 23: Amino Acids and Polyamino Acids (Peptides and Proteins) | Problems (Jones & Fleming): 1-7, 9-13, 15-19, 21, 23, 23-32, 35-37, 41
slides for Chapter 23 (#293-335) pdf / ppt (revised 04/25/2011) |
Thur | Apr 21 | Chapter 23 (con’t) | |
Tue | Apr. 26 | Chapter 23 (con’t) | |
Tue | May 3 | Final Exam (3:00 – 5:00 pm) | Chapters 12-19, 22, 23 |
Exams from 2006 (Text: McMurray, Organic Chemistry. 6th ed)
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