1. Organic Chemistry, 8th ed., Graham Solomons & Craig Fryhle
2. The Organic Chem Lab Survival Manual, 6th ed., Zubrick
(Recommended) Study Guide to Organic Chemistry, 8th ed., Solomons & Fryhle
| Irvin J. Levy Visiting Professor of Chemistry Lecture: T/F, 9:00am-12:30pm Laboratory: W, 9:00am-4:30pm |
There is excitement, adventure and challenge and there
can be great art in organic synthesis. - R.B. Woodward |
TEXTS
1. Organic Chemistry, 8th ed., Graham Solomons & Craig Fryhle
2. The Organic Chem Lab Survival Manual, 6th ed., Zubrick
(Recommended) Study Guide to Organic Chemistry, 8th ed., Solomons & Fryhle
ADDITIONAL MATERIALS
1. Bound notebook for laboratory
2. Safety goggles as required by Department
3. Protective gloves
(Recommended) Darling Flexible Stereochemical Models
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 daily. 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.
CRITERIA FOR EVALUATION
Three Opportunities will be offered on the dates listed in the enclosed Class Schedule. Make-up opportunities are not available. Opportunity #3 is the American Chemical Society's examination for Organic Chemistry. Students who perform at the 90th percentile or higher on this exam will receive an automatic grade of A for the course, provided all laboratory work is 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 not possible 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 day. This will result in two reductions to the lab grade (chemical hygiene violation, nonexcused absence).
To assure that students come to lab prepared for the day's activities, a brief open-notebook quiz will usually be administered at the beginning of the lab session.
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
33% - Professor's evaluation
33% - Pre-laboratory quiz
33% - Laboratory examination
Overall grades will be computed as follows:
15% - Opportunity #1
15% - Opportunity #2
15% - Opportunity #3 (Cumulative)
30% - Quizzes (drop 2 low scores)
25% - Laboratory
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:
Department policy requires a passing grade for both lecture and laboratory in order to receive a passing grade in the course.
Please note: The summer course in organic chemistry is an accelerated class which covers the
same material as the normal fall/spring curriculum. Between lecture, laboratory, reading and homework problems
you should plan to spend about 30 hours per week working on this class. Past experience shows that students
who have large time commitments outside this class often perform very poorly. 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.
| Note: Laboratory is preceeded by a mandatory pre-lab lecture and quiz. Handouts will be provided online (links below) or in paper copy. Reading in the Organic Chem Lab Survival Manual is indicated by chapters beginning with the letter Z. |
Date Reading (before class) Topic May 24 11 Alcohols and Ethers
May 25 12 SPECIAL LECTURE:
Oxidation & Reduction of Carbonyl Compounds
The Grignard Reaction
Z1, Z2 LAB: Laboratory Check-in
Lab Orientation
Atom economy: The Grignard synthesis of a 3° alcohol:
Preparation of triphenylmethanol
Atom economy handout, University of Scranton
|
June 1 Z9, Z10, Z24 LAB: Sodium borohydride reduction of a ketone:
Preparation of meso-hydrobenzoin
Less hazardous reagents:
Diels-Alder reaction in an aqueous medium
(paper handoout)
|
June 8 Z4, Z13, Z22, Z23 LAB: Electrophilic aromatic substitution:
Preparation of iodovanillin
|
June 15 --- LAB: Enolate synthesis; The Claisen-Schmidt condensation:
Preparation of dibenzalacetone
Textbook 2.16 Analysis in organic chemistry:
Z34 Infrared spectroscopy
|
Jun 22 Textbook 9.1-8,10 SPECIAL TOPIC: NMR Spectroscopy (HW: Textbook 9.29)
SPECIAL TOPIC:
Toward Sustainable Chemistry
Presidential Green Chemistry Challene Awards
|
Jun 29 --- LAB: Use of less hazardous reagents:
Thiamine-catalyzed benzoin condensation
Lab Examination
Loose ends
Check out
|