1. Organic Chemistry, 11th ed., Graham Solomons & Craig Fryhle
2. The Organic Chem Lab Survival Manual, 9th ed., Zubrick
(Recommended) Study Guide to Organic Chemistry, 11th ed., Solomons & Fryhle
| Irvin J. Levy, ilevy@salemstate.edu Visiting Professor of Chemistry Lecture: T/Th, 9:00am-12:30pm Laboratory: T/W, 1:00pm-4:30pm |
There is excitement, adventure and challenge and there
can be great art in organic synthesis. - R.B. Woodward |
This second semester course assumes a working knowledge of the material from the first semester of the course. For reference, the syllabus from the first course is available online.
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Catalog description:
This course is a continuation of CHE 212: Study of organic
reactions with emphasis upon the relation between structure and
reactivity. Introduction of IR and NMR theory in lecture and
application in laboratory. Laboratory work includes the study of
advanced preparations and techniques. Three lecture hours and
one three-hour laboratory period per week. |
TEXTS
1. Organic Chemistry, 11th ed., Graham Solomons & Craig Fryhle
2. The Organic Chem Lab Survival Manual, 9th ed., Zubrick
(Recommended) Study Guide to Organic Chemistry, 11th 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
Two Opportunities will be offered on the dates listed in the enclosed Class Schedule. Make-up opportunities are not available. Opportunity #2 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. The study guide for this examination is available for purchase from the ACS at this link.
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 often be administered at the beginning of the lab session.
Laboratory grading is partially subjective; you will be evaluated on your general preparedness and effort.
Additionally, during the last laboratory session, a laboratory exam will be administered. The lab
grade will be determined as follows:
33% - Professor's evaluation
33% - Pre-laboratory quiz
33% - Laboratory examination
Overall grades will be computed as follows:
20% - Opportunity #1
20% - Opportunity #2 (Cumulative)
35% - 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 20 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.
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1. All students are expected to be familiar with the academic regulations, including those regarding Academic Integrity, for Salem State University as published in the college catalog. In addition, each student is responsible for completing all course requirements and for keeping up with all that goes on in the course (whether or not the student is present).
2. Salem State University is committed to providing equal access to the educational experience for all students in compliance with Section 504 of The Rehabilitation Act and The Americans with Disabilities Act and to providing all reasonable academic accommodations, aids and adjustments. Any student who has a documented disability requiring an accommodation, aid or adjustment should speak with the instructor immediately. Students with Disabilities who have not previously done so should provide documentation to and schedule an appointment with the Office for Students with Disabilities and obtain appropriate services. 3. In the event of a university declared critical emergency, Salem State University reserves the right to alter this course plan. Students should refer to salemstate.edu for further information and updates. The course attendance policy stays in effect until there is a university declared critical emergency. In the event of an emergency, please refer to the alternative educational plans for this course located at/in [faculty member determines this]. Students should review the plans and gather all required materials before an emergency is declared. |
Tentative Class Schedule
| 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 20 chap. 11 skip sections: Alcohols and Ethers
11.11CDE, 11.16
Homework:
1. Begin review of chapters 1-8 and 10
2. Textbook practice problems:
11.2, 11.3, 11.5, 11.6, 11.9,
11.12, 11.16, 11.18, 11.26ade,
11.33, 11.34 (skip GHI), 11.37
LAB, May 20 Z1, Z2 Laboratory safety discussion
Check in to lockers
Lab Orientation
Organic Chemistry Calculations
Formula weight calculator
Lab prep always includes, for every substance that we use:
Name
Structural drawing
Molecular weight
GHS Signal Word
Hazard pictograms
Hazard statements
If solid, melting point
If liquid, density & boiling point
Chemexper web page
LAB, May 21 Solomons 2.15,16 Analysis in organic chemistry:
Z32 Infrared spectroscopy
Possible substances:
Alcohols Ketones Carboxylic acids
---------------- ---------------- ----------------
methanol acetone acetic acid
ethanol butanone propanoic acid
1-propanol 2-pentanone butyric acid
2-propanol 3-pentanone 2-methylbutyric acid
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LAB, May 27
Z9, Z10, Z24 Sodium borohydride reduction of a ketone:
Preparation of meso-hydrobenzoin
LAB, May 28 --- NO LAB TODAY
FINISH REVIEW SHEETS FROM CHAPTERS 1-8, 10
(Due in class tomorrow)
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LAB, June 3 Z4, Z13, Z22, Z23 Electrophilic aromatic substitution:
Preparation of iodovanillin (paper handout)
LAB, June 4 Purification of iodovanillin
Recrystallization
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LAB, June 10 --- A. Heterocyclic amines via imine formation: Synthesis of a quinoxaline LAB, June 11 --- A. Isolation of seed oils via Soxhlet extraction (handout) See link for explanation of apparatus B. Rotary evaporation of solvent from seed oil extracts C. Melting points and IR of all previous products |
LAB, June 17 --- Preparation of benzil - mini research project
Microwave oxidation of benzoin
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LAB, June 24 --- NMR TAKE HOME QUIZ DUE!
Lab Examination
Mass/MP for benzil
Laboratory Check out
Study time for final exam
LAB, June 25 --- No meeting today
STUDY DAY - Prepare for final exam
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