1. Organic Chemistry, 12th edition, Graham Solomons, Craig Fryhle, & Scott Snyder
(Recommended) The Organic Chem Lab Survival Manual, 10th edition, Zubrick
(Recommended) Study Guide to Organic Chemistry, 12th edition, Solomons, Fryhle & Snydeer
|
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, 12th edition, Graham Solomons, Craig Fryhle, & Scott Snyder
(Recommended) The Organic Chem Lab Survival Manual, 10th edition, Zubrick
(Recommended) Study Guide to Organic Chemistry, 12th edition, Solomons, Fryhle & Snydeer
ADDITIONAL MATERIALS
1. Bound composition book for laboratory
2. Safety goggles as required by Department
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 national 90th percentile or higher on this examination will receive an automatic grade of A in the course, providing the laboratory has been succesfully completed. The study guide for this examination is available for purchase from the ACS at this link.
Students are expected to be actively engaged during lecture - not merely present. Plan to ask questions, answer questions, and work cooperatively in group work with other students. Your final lecture participation grade depends on the instructor's judgment with regard to this expectation.
Two low quiz scores will be dropped when computing the final quiz grade. Make-up quizzes are not available under any circumstances.
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).
WARNING: Students are normally required to do pre-lab work at home before arriving at the lab. This involves searching for information about the materials to be used and produced and preparing a step-by-step listing of the operations to be performed. Students will place the information into their lab notebooks before lab. A copy of this information must be presented for admission to lab. No student will be allowed to use the lab without this preparation. Missing lab because of missing preparatory work will result in a decrease to the final lab grade.
Information for the substances used will be kept at the back of the lab notebook for quick reference. The required information is:
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
25% - Quizzes (drop 2 low scores)
5% - Participation during lecture
25% - Laboratory
Both lecture and laboratory must have passing grades in order for a passing grade in the course.
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. The final grade in the course is
based only on your performance in this course.
GOALS
See opening paragraph in the syllabus.
OBJECTIVES
| 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). |
| 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 which will be sent to you by email. Students should review the plans and gather all required materials before an emergency is declared. |
| 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. /td> |
WARNING:
This syllabus is likely to be modified throughout the semester, especially the addition of homework problems.
Check for specific changes each week.
No changes will be made later than the 5pm on Friday prior to a given class period.
IMPORTANT! In the event of a snow day, check email for a message from the professor regarding make-up.
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.
Students are expected to check the online syllabus and their email for updates related to this course. Student computer lab time is made available by Salem State University.
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Jan 14 Introduction, Syllabus ---
Retrosynthetic thinking
ALkenes and ALkynes - Reaction Chapter 8
HOMEWORK ASSIGNED TODAY:
0. Email Prof. Levy with date of Opportunity #1
1. Work on reaction facts
Facts list, for handy access
Spreadsheet for updating
Assignment
2. Chapter 1-10 Q&A Session
Each student must bring at least two specific questions about a topic - anything -
the s/he was not 100% sure about in Organic 1. The next lab session will be spent
answering those questions.
3. Work on 11A worksheet for first portion of chapter 11
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LAB
Z1, Z2
Safety lecture
Prelab preparation expectations
Lab notebook expectations Laboratory Notebooks
Extended time for lecture topics as needed.
Topics: Acid/base "basics"; predicting a reaction mechanism
Acid/base table
Reaction Mechanism pathway handout
Predicting a reaction mechanism slides
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Jan 21 Alcohols: Synthesis & Reactions involving the O-H bond
Ethers: Reactions
Work on 11A worksheet for first portion of chapter 11
---------------
LAB Time to answer your Organic 1 questions.
Discussion of Chap11A worksheet -- questions answered.
Homework:
11.3, 11.4, 11.5, 11.6, 11.9a, 11.12, 11.17, 11.18,
1.26abej, 11.28, 11.33, 11.34 (Skip GHI), 11.37, 11.40de
3. Reading:
Chapter 11, skip sections 11.11CDE, 11.16
4. Complete 11B worksheet from professor
5. Prepare for next week's lab
USEFUL TOOLS:
ChemExper web site
Formula weight calculator
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Jan 28 Discuss Chapter 11B worksheet
11.12,14,15,17 Ethers: Reactions
Discussion of worksheet -- questions answered.
Homework:
Reading TBA
Problems TBA
Chapter 12 worksheet
Prepare for lab
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LAB: Z1, Z2
Check-in to lab
Reduction of benzil handout
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Feb 4 Oxidation & Reduction chapter 12
Grignard Syntheses
Discuss worksheet and solve problems
12.1-3 (skip 12.3D) Introduction to organic redox reactions
Reductions: Alcohols from carbonyl compounds
Homework:
Reading:
The Game of Resonance handout
13.1-13.7 (you may skip over molecular orbital descriptions)
13.9
14.1
14.2
14.3-14.10 (skip 14.6B, 14.7A, 14.7C, 14.7E)
(We will not discuss molecular orbital explanations)
Textbook problems:
Resonance
13.3, 13.4, 13.9, 13.31, 13.32, 13.33
Nomenclature problems
14.1, 14.16abcdefghjkmnpqr (from reading in 14.2)
Chapter 13 worksheet- TBA
Prepare for next week's lab
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LAB Selective oxidation; benzyl alcohol --> benzaldehyde
handout
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Feb 11 13.1-4 Conjugated Unsaturated Systems
The Game of Resonance handout
Conjugation, delocalization, resonance, stability
13.5-7, 13.9 Conjugated Unsaturated Systems: Conjugated Dienes
Discuss Chapter 13 worksheet
Homework:
13.2, 13.3, 13.4, 13.5
13.6, 13.9, 13.13, 13.14, 13.32, 13.33
13.15, 13.16, 13.39, 13.40, 13.43
Chapter 14 Worksheet- TBA
Prepare for next week's lab
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LAB Aqueous Diels-Alder reaction handout
During reflux time:
Dienes and the Diels-Alder Reaction
Introduction of name reactions in organic chemistry
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Feb 18 14.1-4 Aromaticity, introduced
14.5, 14.6A Aromaticity, Chemical definition
14.7B, 14.7D, Aromaticity, Hückel's Rules
14.8-14.10
Discuss Chapter 14 Worksheet
Homework:
14.12, 14.18, 14.21, 14.22, 14.27
CHAPTER 15 worksheet
Prepare for next week's lab
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LAB benzil --> 6-nitro-2,3-diphenylquinoxaline ; handout
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Feb 25 Chapter 15 Reactions of Aromatic compounds
HOMEWORK ASSIGNED TODAY:
Reading:
15.1 - 15.11
Know the full step-by-step mechanism of chlorination, bromination,
nitration, sulfonation, alkylation, and acylation of benzene.
Textbook problems:
15.3, 15.4, 15.5abc, 15.22c
15.7, 15.8, 15.28, 15.29, 15.30
Prepare for next week's lab
CHAPTER 16 worksheet
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LAB: Green microwave nitration
handout
Use of the CEM Discover microwave reactor
handout
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Mar 3 Discussion of Chapter 16 worksheet
Overview of nomenclature and synthesis of aldehydes and ketones
Nucleophilic addition to the carbonyl group
Catch up and review for Opportunity
Wolff-Kishner Reduction, Link 1
Link 2
HOMEWORK ASSIGNED TODAY:
Reading:
16.1 - 16.7C (skip reduction of esters and nitriles in 16.4C)
Textbook problems:
16.3, 16.4abcd, 16.5, 16.5, 16.12, 16.22abdej
Prepare for next week's lab
Prepare for Opportunity
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LAB:
Green microwave nitration - continued no new handout
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Mar 10 * * * Opportunity #1 * * *
Brief lecture after opportunity ... loose ends
Aldehydes & Ketones, reactions, finish chapter 16
Wittig Reaction
Olefin Metathesis Link 1, Link 2
Homework
Prepare for lab after break
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LAB: Green microwave synthesis of benzil handout
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Mar 17 SPRING BREAK
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Mar 24 NMR Spectroscopy; Reading, Study Problems, and Optional Video Links
1. Quick overview
Reading: 9.1-9.3
Homework: 9.1, 9.2
2. Number of Sets of Peaks and their Location
Reading: 9.6-9.8
Homework: 9.3, 9.4, 9.6 (try several), 9.22, 9.23
OPTIONAL! Video on sets and area (use only if needed)
OPTIONAL! Video on location (use only if needed)
3. Splitting of peaks into sub-peaks
Reading: 9.9-9.9B, 9.9E, 9.9F
Homework: 9.8, 9.9, 9.10
OPTIONAL! Video (use only if needed)
4. Problem solving
Homework:
9.24,
9.25,
9.38 (try three of these, one from near the beginning, one from the middle, one from the end.
If you get all three right, good job. Otherwise, try three more until you either get all
of them correct or you run out of examples!)
OPTIONAL! Video (use only if needed)
NMR Theory (OPTIONAL!)
Reading: 9.4-9.5
Video
HOMEWORK ASSIGNED TODAY:
Take home quiz assigned (see email from professor)
CHAPTER 17 worksheet
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Mar 31 Carboxylic acids and their derivatives chapter 17
DEMO:
Preparation of biodiesel handout
HOMEWORK ASSIGNED TODAY:
Reading:
17.1-17.10, 17.13
Textbook problems:
17.1, 17.3, 17.4abdhi, 17.5, 17.6, 17.11, 17.22, 17.28
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LAB:
Mechanochemical synthesis of nitrofurantoin -- handout TBA
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Apr 7 Enolates chapter 18
Enolates, Part II chapter 19, selected topics
Discuss worksheet
HOMEWORK ASSIGNED TODAY:
18.1 - 18.3C,
18.5 - 18.8,
18.10 (except rxn 9)
Enolate Chemistry, Part 1.
Representative Homework:
18.7, 18.8, 18.9, 18.12, 18.15, 18.19b,
18.21, 18.33a, 18.33b 19
Enolate Chemistry, Part 2.
Representative Homework:
19.1, 19.2, 19.3, 19.10, 19.11, 19.17a,
19.19a, 19.33
Prepare for Op#2
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LAB Dibenzalacetone via enolate handout
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Apr 14 Opportunity #2
After Opportunity -
Classtime - complete chapter 18/19 worksheet
Homework:
Complete worksheet for chapter 20
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LAB - continue problem solving
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Apr 21 20 Finish chapter 20 discussion
Representative Homework:
20.1, 20.2, 20.4, 20.5, 20.10a, 20.14,
20.19abqst, 20.25o
Prepare for final and lab exam.
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Apr 28 --- Review for Final
Bring questions
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LAB - Lab exam
Checkout of lab
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May 5 FINAL
HOMEWORK ASSIGNED TODAY:
Relax. You did it!