1. Organic Chemistry, 8th edition, Graham Solomons & Craig Fryhle
2. The Organic Chem Lab Survival Manual, 6th edition, Zubrick
(Recommended) Study Guide to Organic Chemistry, 8th edition, Solomons & Fryhle
TEXTS
1. Organic Chemistry, 8th edition, Graham Solomons & Craig Fryhle
2. The Organic Chem Lab Survival Manual, 6th edition, Zubrick
(Recommended) Study Guide to Organic Chemistry, 8th edition, Solomons & Fryhle
ADDITIONAL MATERIALS
1. Bound notebook for laboratory
2. Safety goggles as required by Department
3. Protective gloves
COURSE STRUCTURE
Daily effort through reading and problem solving is essential to success in this course. Specific assignments following the enclosed Class Schedule will be given weekly. It is expected that the assignment will be completed before the next lecture. Homework will not be collected; however, in order to provide continuing motivation, each lecture will begin with a brief quiz based upon the previous assignment. Self-evaluation of homework will be possible through the use of the Study Guide.
Laboratories during the second semester use the techniques introduced during the first semester to develop continued depth of skill in the chemistry laboratory. Students will be challenged to think critically about their work and to take significant responsibility for planning their use of time in the lab. Students are expected to be familiar with the following from their experience in the first course:
CRITERIA FOR EVALUATION
Three Opportunities will be offered on the dates listed in the enclosed Class Schedule. Make-up opportunities are not available except in extremely rare situations. The final examination is an American Chemical Society standardized examination. The results of this examination are curved. Any student who scores at the 90th percentile or higher on this examination will receive an automatic grade of A in the course, providing the laboratory has been succesfully completed.
Two low quiz scores will be dropped when computing the final quiz grade. Make-up quizzes are not available.
Laboratory work will be assessed in the following way. A student is expected to attend all labs (or make-up assignment if missed through excusable absence), properly utilize a laboratory notebook (which will be subject to examination without notice), show evidence of preparation for lab (through lab quizzes, flowcharts, etc.), and strictly adhere to all chemical hygiene rules. It is usually very difficult to make up missed labs, thus it is essential that attendance be very faithful. The lab grade will be decreased by 10% for each nonperformance of the expected standards. After a one time grace period (no penalty), upon violation of a chemical hygiene rule, the student will be asked to leave the lab for the remainder of the class period. This will result in two reductions to the lab grade (chemical hygiene violation, nonexcused absence).
Laboratory notebooks will be critiqued by self-evaluation,
peer-evaluation (neither of which will affect the lab grade) and
discussion with the professor which will affect the lab grade.
Additionally, during the last laboratory session, a laboratory exam will
be administered. The lab grade will be determined as follows:
0% - Self-evaluation, Peer-evaluation
67% - Professor's evaluation
33% - Laboratory examination
Overall grades will be computed as follows:
15% - Opportunity #1
15% - Opportunity #2
15% - Opportunity #3 (Final)
30% - Quizzes (drop 2 low scores)
25% - Laboratory
Both lecture and laboratory must have passing grades in order for a passing grade in the course.
PRACTICE EXAMINATIONS (EXTERNAL WEBSITES)
Please note: The evening course in organic chemistry is a challenging
course which requires continual effort outside the classroom. Our class covers
the same material each evening as a normal week of class on a MWF schedule.
Between lecture, laboratory, reading and homework problems you should plan to
spend a minimum of 15 hours per week working on this class. If you are not able
to make this significant time commitment your final result is likely to be very
poor. Please make time to allow for success.
WARNING:
This syllabus is WILL be modified throughout the semester.
Check for specific changes each week.
No changes will be made later than the 5pm on Friday prior to a given class period.
Chapters below refer to either the course textbook or, if beginning with the letter Z, the laboratory textbook. Students are required to read laboratory chapters and handouts before lab. Unannounced lab quizzes may be administered. These quizzes will be graded on a Pass/Fail basis. Passing scores will not affect the final lab grade. Each failing score will reduce the final lab grade by 1/3 of a letter grade.
IMPORTANT! In the event of a snow day, check email for a message from the professor regarding make-up. It is extremely likely that we will meet on the Friday evening after a snow day if classes are cancelled.
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Jan 24 Radical reactions chapter 10
HOMEWORK ASSIGNED TODAY:
Reading: 10.1 - 10.10
Special attention to section 10.7 - 10.10
Homework problems: 10.2,4,6,8,24
DUE: a. Quiz #0, email Professor Levy
b. Preliminary draft of reactions spreadsheet
c. Step-by-step preparation for next week's lab
(Bring 1 copy for yourself; 1 for IJL)
d. Answer all Prelab questions for next week's lab
(You may do this in your notebook or on loose paper)
Advance reading (optional): 12.1-12.5
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Jan 24/25 LAB: Z1, Z2
Check-in to lab
Safety lecture Laboratory Notebooks
Photochemical preparation of benzopinacol handout
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Jan 31 Oxidation & Reduction chapter 12
Grignard Syntheses
HOMEWORK ASSIGNED TODAY:
Reading: 12.1 - 12.8
Special attention to section 12.7, 12.8
Homework problems: 12.4,5,6,7
DUE: a. Updated reaction database:
1. add new reactions
2. begin to fill in reagents, page numbers
b. As always (I won't mention this again but you
are always expected to do this) bring a
step-by-step preparation for next week's lab
(1 for you and 1 for IJL)
c. Look up data for chemicals in next week's lab
(structure, formula weight, melting or boiling
point, SAFETY considerations)
Advance reading: 13.5
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Jan 31/Feb 1 LAB:
Reduction of benzil handout
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Feb 7 Grignard Syntheses chapter 12.7 - 12.8
Resonance - Conjugation - chapter 13
Delocalization - Stability
HOMEWORK ASSIGNED TODAY:
Reading: 13, entire chapter except section 13.9
You may skim all molecular orbital theory
Homework problems: 13.2,3,4,5,6,9,12,13
Review: Grignard reaction homework from last week
DUE: a. Finished reaction database will be collected
Bring a copy for you and one to submit
b. No new lab prep. Review "unfinished business"
from previous lab and prepare a plan for
completed all labs.
Advance reading: 14.1-5; Special attention 14.2
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Feb 7/8 LAB:
Aqueous Diels-Alder preparation handout (to be mailed)
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Feb 14 Aromatic Compounds chapter 14
HOMEWORK ASSIGNED TODAY:
Reading: 14.1 - 14.9 (skip 14.7B)
You may wish skim 14.10 (biological aromatic molecules)
You may ignore all molecular orbital explanations
Homework problems: 14.2; 14.16a-k,p,q,r; 14.20
PLUS the problems that will
be mailed to you later in the week
DUE: a. Homework sheet that was emailed to you will be collected
b. Come prepared for the new lab
(it will be mailed to you later in the week)
Advance reading: 15.1-10; Special attention 15.1-15.5
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Feb 14/15 LAB:
Conclude previous labs
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Feb 21 Reactions of arenes chapter 15
HOMEWORK ASSIGNED TODAY:
Reading: Chapter 15, entire chapter except section 16
Homework problems: 15.3, 5, 6, 7a, 7c, 9, 26, 35
DUE: Lab prep, Read chapter 22 in Zubrick
Bring updated reaction database for use in lab
(for the Reaction Derby)
Advance reading: 15.11 - Read VERY carefully
Reminder: Begin summarizing chapters for the final exam;
no more than one page (front and back) per chapter.
Suggested this week, Chapter 1, 14, and 15
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Feb 21/22 LAB: Z4, Z23
Iodination of vanillin handout (to be mailed)
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Feb 28 Reactions of arenes (concludes) chapter 15
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Feb 28/Mar 1 LAB:
Iodination of vanillin - continues Z13, Z22, handout
Reaction Derby (Bring reaction database) no prep required
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Mar 7 * * * Opportunity #1 * * *
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Mar 7 LAB:
after the opportunity:
NMR Spectroscopy Part 1 chapter 9.1-8,10
(note: Wednesday lab meets on Tuesday this week)
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Mar 14 * * * SPRING BREAK * * *
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Mar 21 Aldehydes & Ketones, reactions chapter 16
HOMEWORK ASSIGNED TODAY:
Reading: Chapter 16, entire chapter except SKIP ester or
nitrile section of 16.4B and sections 5C, 7D, 9, 11-end
Homework problems: 16. 3, 4i, 4j, 13,17, 24a-h, 41
DUE: Read chapter 9 assignment before next week
Bring NMR worksheet and Bonus worksheet next week
Reminder: Continue summarizing chapters for the final exam;
no more than one page (front and back) per chapter.
Suggested this week, Chapter 16, 8 and two others of your choice
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Mar 21/22 LAB: Z13, Z22, handout
Iodovanillin - concludes
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Mar 28 NMR Spectroscopy Part 2 chapter 9.1-8,10
DUE NEXT WEEK:
NMR worksheet
Bonus from Op#1
Quiz will cover both of these topics
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Mar 28 LAB:
NMR problem solving
Bonus from Opportunity #1
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Apr 4 Enolate chemistry chapter 17
HOMEWORK ASSIGNED TODAY:
Check back later
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Apr 4/5 LAB:
Dibenzalacetone via enolate handout
NMR problem solving
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Apr 11 Carboxylic acids & derivatives chapter 18
HOMEWORK ASSIGNED TODAY:
Check back later
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Apr 11/12 LAB:
Preparation of soap --and-- handout
Preparation of biodiesel handout
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Apr 18 * * * Opportunity #2 * * *
HOMEWORK ASSIGNED TODAY:
Check back later
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LAB:
Apr 18 Finish green chemistry outreach project
(note: Wednesday lab meets on Tuesday this week)
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Apr 25 Active methylene compounds chapter 19, selected topics
Amines chapter 20, selected topics
HOMEWORK ASSIGNED TODAY:
Check back later
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Apr 25/26 LAB:
Conclude dibenzalacetone purification
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May 2 Phenols chapter 21
Review for ACS Final Examination
HOMEWORK ASSIGNED TODAY:
Check back later
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May 2 LAB:
Lab examination
Check-out
(note: Wednesday lab meets on Tuesday this week)
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May 9 * * * FINAL EXAMINATION * * *
HOMEWORK ASSIGNED TODAY:
Relax. You did it!