Chem2211f2017
Chem2211F2017
Content
Chem 2211-01:
Organic Chemistry for Advanced Placement Students
Fall 2017
M, W, F 10:10-11:00 am Room SC 5211 |
office: Rm 7662, SC New Chemistry Bldg Tel.: 322-6100 |
Course Syllabus
Updated : 11/01/2017
Links to C. J. Rizzo’s Chem 2211 (Fall 2016) or Chem 220b (Spring 2015) 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.
Required text: Organic Chemistry, 2nd edition, David R. Klein (ISBN: 978-1-118-45228-8) (Errata Sheet for Klein, Organic Chemistry 2e, updated 11/26/14)
Optional text: Student Study Guide and Solutions Manual to accompany Organic Chemistry, David R. Klein (ISBN: 978-1-118-64795-0)
A custom bundle containing the binder version of the text, enhanced etext (etext + esolutions manual), is available in the bookstore ($267.15).
Also highly recommended is “Practice Organic Mechanisms” workbook by M. Sulikowski & J. A. Ashenhurst. The book can be purchased from Dr. Silikowski (SC 7660) or ordered on-line for $20.
Lab: You should be concurrently enrolled in Organic Chemistry Laboratory (Chem 2211L) 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 1-14 and 27 of Klien. 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. The schedule will have links to lecture slides and other handouts. Additional course material will be uploaded to the course folder on Box. You must accept an invitation to share the contents of the class Box folder. The box login page is: https://vanderbilt.account.box.com/login.
Office Hours: M: 1:00 pm – 2:00 pm, T: 1:00 pm – 2:00 pm, W: 2:00 pm – 3:00 pm, Th: 11:00 am – 12:00 noon and by appointment. Office hours are subject to change or cancellation without prior announcement. E-mail is an excellent way to communicate with me. I have also reserved Commons room 335 from 5:30 – 6:30 on Monday evening.
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. Prof. M. Sulikowski is the recitation coordinator. See below for the recitation schedule.
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 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)
Tutoring: Tutoring from from peers and graduate students is available from the Tutoring Service.
Course Policies
Exams: Three in-class exams (100 pts each) and one two-hour final exam (175 pts)
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 Mon., Dec. 11, 2016 from 9:00-11:00 am (CST). No alternate final exam date will be offered, so please make you travel plans accordingly.
Grades: Three in-class exams (60 % of final grade), one two-hour final exam (35% of final grade), and recitation (5% of final grade)
Your final grade will be determined by your overall average. Assigning letter grades will start with the 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:
- If it can be made up within 24 hrs of the missed exam.
- If it is arranged prior to the day of the missed exam.
- 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. Exams and quizzes that do not have the honor pledge will not be graded.
“I pledge on my honor that I have neither given nor received unauthorized aid on this examination”
Tentative Class Schedule
Dates |
Chapter |
Suggested Problems, Comments, and Links to Slides and Handouts |
|
Wed | Aug 23 | Chapter 1: A Review of General Chemistry: Electrons, Bonds, and Molecular Properties | Summary of course policies (updated 8/22/2017)
Problems: 1-6, 8-10, 12-30, 34-36, 38-43, 46-50, 53, 55, 59, 63, 65, 67 |
Fri | Aug 25 | Chapter 1 (con’t) | |
Mon | Aug 28 | Chapter 2: Molecular Representations | Problems: 1-5, 8, 9, 11-14, 16-19, 21-28, 32-36, 40-42, 44, 45, 47-49, 51, 55, 56-58, 60, 61, 73, 77 slides for Chapter 2: slides 27-42 (8/20/2015) |
Wed | Aug 30 | Chapter 2 (con’t) | Curved Arrow Convention |
Fri | Sept 1 | Chapter 3: Acids & Bases | Problems: 1-4, 7-15, 18-20, 23, 25, 26, 29, 31, 34-41, 44-52, 54, 62 slides for Chapter 3: slides 43-51 (revised 9/05/2015) |
Mon | Sept 4 | Chapter 3 (con’t) | |
Wed | Sept 6 | Chapter 4: Alkanes and Cycloalkanes | Problems: 1-3, 5-8, 10, 11, 14-33, 36-43, 45-48, 50-61, 63, 66, 68 slides for Chapter 4: slides 52-92 (revised 09/14/2015) |
Fri | Sept 8 | Chapter 4 (con’t) | brief handout on drawing structures |
Mon | Sept 11 | Chapter 4 (con’t) | |
Wed | Sept 13 | Chapter 5: Stereoisomerism | Problems: 1-7, 9-22, 25-32, 34b, 35-47, 49, 51, 53, 55-57 slides for Chapter 5: slides 93-117 |
Fri | Sept 15 | EXAM 1 | Chapter 1-4 |
Mon | Sept 18 | Chapter 5 (con’t) | Brief Review of Stereochemistry |
Wed | Sept 20 | Chapter 5 (con’t) | Fischer Projections |
Fri | Sept 22 | Chapter 6: Chemical Reactivity and Mechanism | Problems: 1-3, 6-14, 16-24, 26-31, 36, 39, 40, 43-49, 53, 60, 61 slides for Chapter 6: slides 118-138 (revised, 10/01/2015) |
Mon | Sept 25 | Chapter 6 (con’t) | |
Wed | Sept 27 | Chapter 6 (con’t) | |
Fri | Sept 29 | Chapter 7: Substitution Reactions | Problems: 1-10, 13-16, 18-27, 29, 31-34, 36-55, 57-67, 69, 77, slides for Chapter 7: slides 139-165 (updated, 10/08/2015) |
Mon | Oct 2 | Chapter 7 (con’t) | summary of nucleophilic substitution (revised 10/07/2015) |
Wed | Oct 4 | Chapter 7 (con’t) | |
Fri | Oct 6 | EXAM 2 | Chapters 1-7 |
Mon | Oct 9 | Chapter 8: Alkenes: Structure and Preparation via Elimination Reactions | Problems: 1, 2, 4, 5, 7-22, 27-39, 41-44, 46-52, 54-71, 73-79, 81-84, 87 slides for Chapter 8: slides 166-189 (updated, 10/15/2015) |
Wed | Oct 11 | Chapter 8 (con’t) | |
Oct 12 – Oct 13 | Fall Break (no classes) | Mid-semester progress reports due | |
Mon | Oct 16 | Chapter 8 (con’t) | |
Wed | Oct 18 | Chapter 9: Addition Reactions of Alkenes | Problems: 1-23, 25-28, 30-43, 45-+47, 49-58, 60-65, 67-71, 74, 79, 81-82 slides for Chapter 9: slides 190-212 (updated 10/25/2015) |
Fri | Oct 20 | Chapter 9 (con’t) | Summary of addition reactions to alkenes |
Mon | Oct 23 | Chapter 9 (con’t) | |
Wed | Oct 25 | Chapter 10: Alkynes | Problems: 1-7, 9-16, 18-32, 34-48, 51-57, 59-62, 65 slides for Chapter 10: slides 213-228 (revised 10/20/2017) |
Fri | Oct 27 | Chapter 10 (con’t) | Summary of addition reactions to alkynes Related reactions of alkenes and alkynes |
Mon | Oct 30 | Chapter 10 (con’t) | |
Wed | Nov 1 | Chapter 11: Radical Reactions | Problems: 1-17, 20-28, 31-36, 38-41, 43-45 slides for Chapter 11: slides 229-246 (updated 11/01/2017) |
Fri | Nov 3 | Chapter 11 (con’t) | |
Mon | Nov 6 | Chapter 11 (con’t) | |
Wed | Nov 8 | EXAM 3 | Chapter 1-11 |
Fri | Nov 10 | Chapter 12: Synthesis | Problems: 1-27, 29, 30, 36, 37 slides for Chapter 12: slides 247-252 (11/14/2015) Some Synthesis Problems |
Mon | Nov 13 | Chapter 13: Alcohols and Phenols | Problems: 1, 2, 4-52, 58, 59 slides for Chapter 13: slides 253-278 (updated, 11/22/2015) |
Wed | Nov 15 | Chapter 13 (con’t) | |
Fri | Nov 17 | Chapter 13 (con’t) | |
Nov 18 – Nov 26 | Thanksgiving Break (no classes) | ||
Mon | Nov 27 | Chapter 14: Ethers and Epoxides; Thiols and Sulfides | Problems: 1-3, 5, 6, 8-15, 17-26, 30-33, 35, 37-44, 47-51, 59, 60 |
Wed | Nov 29 | Chapter 14 (con’t) | slides for Chapter 14: slides 279-295 (11/29/2015) |
Fri | Dec 1 | Chapter 27: Synthetic Polymers | Problems: 1-7, 9, 13, 19, 22, 24-26, 37, 39 slides for Chapter 27: slides 296-310 |
Mon | Dec 4 | Chapter 27 (con’t) | |
Wed | Dec 6 | ||
Mon. | Dec 11, 9-11 am | Final Exam | Chapters 1-14, 27 |
Tentative Recitation Schedule
week of:
|
Topic
|
Aug 23 | no recitation |
Aug 28 | Chapters 1-2: VSEPR review, hybridization, resonance |
Sept 4 | Chapter 3: ARIO, acid/base review |
Sept 11 | Chapter 4: Newman projections, conformational analysis |
Sept 18 | Chapter 5: Stereoisomerism (bring model kits) |
Sept 25 | Chapter 6: Curved arrows and reaction mechanisms |
Oct 2 | Chapter 7: Nucleophilic substitution reactions |
Oct 9 | no recitation |
Oct 16 | no recitation |
Oct 23 | Chapter 8: Elimination reactions |
Oct 30 | Chapter 9: Additions reactions to alkenes |
Nov 6 | Chapter 10: Addition reactions to Alkynes |
Nov 13 | Chapters 11 & 12: Radical reactions and synthesis |
Nov 20 | Thanksgiving Holiday – no recitation |
Nov 27 | Chapters 12 & 13: Reactions, mechanisms & synthesis |
Dec 4 | Chapter 14: Reactions, mechanisms & synthesis |