Chem 220b
Chem 220b, Section 01Organic Chemistry Lecture Spring 2015 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 Thur., April 23, 2015 from 3:00 – 5:00 pm (CST) in SC 4309.
There will be NO alternative date offered.
Office hours for finals week will be:
Fri., 4/17: 11:00 am – noon
Mon., 4/20 : 11:00 am – noon and 1:00 – 2:00 pm
Tue, 4/21 : 11:00 am – 1:00 pm
Wed. 4/22 : 1:00 am – noon and 1:00 – 2:00 pm
Course Syllabus
Updated : 04/18/2015
Links to C. J. Rizzo’s Chem 220a (Fall 2010) or Chem 220b (Spring 2012) pages
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 02/25/2015)
Required text: Organic Chemistry, 9th edition, Francis A. Carey & Robert M. Giuliano (ISBN 978-0-07-340274-1)
Optional text: Student Solutions Manual to Accompany Organic Chemistry, Neil T. Allison et al. (ISBN 978-0-07-329397-4)
Organic Chemistry as a Second Language, 3rd edition, David R. Klein (ISBN 978-1-118-14434-3)
The text (Carey & Giuliano) and study guide (Allison et al.) have been bundled by the bookstore at a discounted price
You should 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:
- Organic Chemistry Models (Molecular Design, Inc.)
or from the Bookstore:
- HGS Molecular Structure Models
Course Content: Chapters 13, 15-26 of Carey & Giuliano. 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: 10:00-11:00, 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.
Recitation Session: You should be enrolled in a weekly recitation section. Recitation is 5% of the overall grade and will be comprised of particpation in weekly workshops and Sapling homework. Prof. M. Sulikowski is the recitation coordinator. See below for the recitation schedule.
Course Policies:
Exams: Three in-class exams (100 pts each), one two-hour final exam (175 pts), and recitation (25 points).
Exam dates are indicated on the schedule below and will NOT be changed. Hour exams will be given during the regularly scheduled class time.
Final Exam: The final exam date is Thur., April 23, 2015 from 3-5 pm (CST). There will be NO alternative date offered. Please make your travel plans accordingly.
Grades: Three in-class exams (60% of final grade), recitation & Sapling homework (5% of final grade) and one two-hour final exam (35% 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. I prefer the
excuses 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.
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 be at least partially correct and 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 returned. 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.
“I pledge on 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
1-12 and 14 of Carey & Giuliano) as well as understand the vocabulary of organic
chemistry. In addition to the material from General Chemistry.
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 |
|
Tue | Jan 6 | Chapter 13: Spectroscopy | Summary of course policies
Problems (Carey & Giuliano): 3-14, 16-21, 23-37, 39, 43-46, 48, 51-53 slides for Chapter 13: slides #1-73 (updated 1/19/2014) |
Thur | Jan 8 | Chapter 13 (con’t) | Klein – Organic Chemistry II: Chapters 1 (IR) and 2 (NMR) |
Tue | Jan 13 | Chapter 13 (con’t) | Typical IR absorptions and NMR chemical shifts. (updated 1/19/2014) |
Thur | Jan 15 | Chapter 13 (con’t) | combined spectra problems |
Tue | Jan 20 | Chapter 15: Alcohols, Diols, & Thiols
|
Problems (Carey & Giuliano): 1-5, 7-10, 13-27, 28-31, 34, 36-39
slides for Chapter 15: slides #74-96 (12/31/2014) |
Thur | Jan 22 | Chapter 15 (con’t) | Klein – Organic Chemistry I: Chapter 12 (Alcohols)
brief handout on drawing strructures (updated 02/16/2011) |
Tue | Jan 27 | Chapter 16: Ethers, Epoxides, and Sulfides | Problems (Carey & Giuliano): 1, 3, 5-10, 12-17, 21, 25-29, 32, 34, 35, 40-43
slides for Chapter 16: slides #97-114 (01/02/2015) |
Thur | Jan 29 | Chapter 17: Aldehydes and Ketones: Nucleophilic Addition to the Carbonyl Group | Problems (Carey & Giuliano): 1-7, 10-14, 17-22, 24, 26-29, 31-35, 37, 39-42, 44, 46-55
slides for Chapter 17: slides #115-143 (updated 02/11/2015) |
Tue | Feb 3 | Exam 1 (answers – distribution) | Chapters 13, 15, & 16 |
Thur | Feb 5 | Chapter 17 (con’t) | Klein – Organic Chemistry II: Chapter 5 (Ketones and Aldehydes) |
Tue | Feb 10 | Chapter 18: Carboxylic Acids | Problems (Carey & Giuliano): 1-3, 5, 7-17,19-26, 28, 29, 31-33
slides for Chapter 18: slides #144-161 (02/03/2015) |
Thur | Feb 12 | Chapter 18 (con’t) | |
Tue | Feb 17 | Chapter 19: Carboxylic Acids Derivatives: Nucleophilic Acyl Substitution | Problems (Carey & Giuliano): 1-7, 9, 11-16, 19-22, 24-29, 32, 33, 37, 38, 40-42, 44, 45, 47-49
slides for Chapter 19: slides #162-187 (02/09/2015) |
Thur | Feb 19 | Chapter 19 (con’t) | Klein – Organic Chemistry II: Chapter 6 (Carboxylic Acid Derivatives) |
Tue | Feb 24 | Chapter 19 (con’t) | |
Thur | Feb 26 | Exam 2 (answers – distribution) | Chapters 13, 15 – 19 |
Mar 1 – Mar 8 | Spring Break (no classes) | Mid-semester progress reports due | |
Tue | Mar 10 | Chapter 20: Enols and Enolates | Problems (Carey & Giuliano): 1-23, 25-30, 34, 36-45, 47-54, 57
slides for Chapter 20: slides #188-222 (02/23/2015) |
Thur | Mar 12 | Chapter 20 (con’t) | Klein – Organic Chemistry II: Chapter 7 (Enols and Enolates)
Review Klein – Organic Chemistry I: Chapter 13 (Synthesis) |
Tue | Mar 17 | Chapter 21: Amines | Problems (Carey & Giuliano): 1-7, 10-16, 18-25, 27-29, 33-40, 43-46, 48-51, 53, 55, 56
slides for Chapter 21: slides #223-248 (03/10/2015) Klein – Organic Chemistry II: Chapter 8 (Amines) |
Thur | Mar 19 | Chapter 22: Phenols
|
Problems (Carey & Giuliano): 1, 3, 4, 6-9, 12-17, 19-26, 36
slides for Chapter 22: slides #249-260 (03/10/2015) |
Tue | Mar 24 | Chapter 23: Carbohydrates | Problems (Carey & Giuliano): 1-9, 11-20, 22, 24, 26-34, 36, 38, 42, 43, 45-49
slides for Chapter 23: slides #261-295 (updated 03/30/2015) |
Thur | Mar 26 | Chapter 23 (con’t) | Brief Review of Stereochemistry |
Tue | Mar 31 | Chapter 23 (con’t) | Review Klein – Organic Chemistry I: Chapter 7 (Configurations) |
Thur | Apr 2 | EXAM 3 (answers – distribution) | Chapters 13, 15 -23 |
Tue | Apr 7 | Chapter 24: Lipids | Problems (Carey & Giuliano): 1, 3, 5, 7-10, 16, 18, 22, 23, 26, 30
slides for Chapter 24: slides #296-322 (updated 03/31/2015) |
Thur | Apr 9 | Chapter 25: Amino Acids, Peptides, and Proteins | Problems (Carey & Giuliano): 1-9, 13, 14, 18-24, 27, 30, 33-36, 39, 41, 42, 44
slides for Chapter 25: slides #323-357 (03/20/2015) |
Tue | Apr 14 | Chapter 25 (con’t) | |
Thur | Apr 16 | Chapter 26: Nucleosides, Nucleotides, and Nucleic Acids | Problems (Carey & Giuliano): 1-6, 8, 11, 13-16, 19, 21, 25,
slides for Chapter 26: slides #358-382 (03/20/2015) |
Thur | Apr 23 | Final Exam (3:00 – 5:00 pm) | Chapters 13, 15-26 |
Tentative Recitation Schedule
|
|
week of:
|
Topic
|
Jan 4 | Formulas from mass spectra and IR |
Jan 11 | NMR |
Jan 18 | no recitation |
Jan 25 | Alcohols |
Feb 1 | no recitation |
Feb 8 | Carbonyls |
Feb 15 | Carboxylic Acids |
Feb 22 | Carboxylic Acid Derivatives |
Mar 1 | Spring break – no recitation |
Mar 8 | no recitation |
Mar 15 | Enols & Enolates |
Mar 22 | Amines |
Mar 29 | Carbohydrates |
Apr 5 | no recitation |
Apr 12 | Amino Acids |