Instructor: William A. Price, Ph.D.
Section 01 M,W,F 11:45-12:35
Lecture: L.G. Wade Jr., Organic Chemistry, 9th Edition, Pearson Publishing, Boston, MA, 2017. ISBN-13: 978-0-321-97137-1
Homework Assignments:www.SaplingLearning.com - Sapling Learning Online Homework: $40.00 for 1 semester. La Salle University - CHM 201 - FALL17 PRICE (see syllabus for details)
Laboratory: The following text is required for the laboratory portion of the course:
J. R. Mohrig, C.N. Hammond, P.F. Schatz and T.C. Morrill, CHL 201-202 Laboratory Manual from Modern Projects and Experiments in Organic Chemistry, W.H. Freeman Custom Publishing, New York, 2010.
Strongly recommended:Chem-Tutor Student Modeling System for Organic Chemistry, Aldrich Chemical Co. (available from instructor)
Course Description and Objectives:
The area of organic chemistry is concerned with the chemistry of carbon-containing compounds. This field of chemistry is central to the areas of pharmaceuticals, petroleum, plastics, flavors, fragrances, pesticides, and life processes. Organic compounds include such molecules as cholesterol, proteins, lipids, DNA, chemotherapeutic agents, AZT, neurotransmitters, antidepressants, ecstacy and aspirin. Although organic compounds potentially contain many elements of the periodic table, this course will limit its coverage to those compounds containing carbon, hydrogen, oxygen, and the halogens.
It has been suggested that the properties and reactivities of organic compounds are a direct reflection of their geometries, bond strengths, and electron distribution (polarities). The course begins by reviewing atomic and molecular structure using modern orbital theories. Then, beginning with methane, the simplest organic compound, we will begin to develop the foundation of organic chemistry.
The study of organic chemistry is organized by investigating different groups or categories of compounds (these are called functional groups). All compounds in a given functional group contain a common sub-molecular portion that typically dictates the physical, chemical, and often the biological properties of the molecule. Students of organic chemistry are often overwhelmed by the number of compounds, names, reactions, and mechanisms that confront them. Perhaps the most important skill that a student can develop in CHM 201 is the ability to organize, categorize and apply. By learning an abstract concept and having the flexibility to apply it to a variety of similar situations, the amount of memorization is drastically reduced.
The purpose of a good textbook is to organize this vast amount of material into a few basic principles off of which many extensions and applications can be made. Our goal is to become problem solvers or diagnosticians at the molecular level - not memorizers!
The amount of material to be covered is quite large (over 450 text book pages) thus it is imperative that you keep up with the course. Keeping up is most easily accomplished by reading the appropriate chapter prior to attending class. Work as many problems from the book (as well as the workbook) as possible and ask for help when necessary. You may also find that rewriting your lecture notes in a less hurried (and more legible) fashion will help in your retaining and comprehending the material. You will find the study guide useful only if you attempt the problems on your own first.
Homework will be posted on the Sapling Learning site in a timely fashion. Due dates will be posted as well. After the due date, the assignment will not be accessable for credit unless you have a reasonable excuse. There will be 10 problem sets assigned throughout the semester. They will be posted roughly a week before they are due. These may take up to two hours to complete so do not start them at the last minute. You can save your work and come back to it at a later time. A very important new skill that you will need to develop is the ability to draw molecules using the template drawing tools supplied in pertinant questions. The first week, you should do the assignments on "drawing tips shortcuts" and the curved arrow overview so that you are familiar with nuances like subscripts, superscripts, drawing Lewis structures and structures of more elaborate organic molecules (sometimes in 3 dimensions), etc.
We will cover chapters 1-10 in CHM 201. Chapter coverage will be selective. It is the student's responsibility to know what portions of chapters are not covered in lectures and thus not covered on exams.
The text contains an excellent set of problems. It is recommended that you solve the problems in the running text as you read the material (you may want to use a composition notebook for problems). Recommended problems are suggested throughout and at the end of the chapters and can be used to fine tune your grasp of the material.
I have posted some old examinations and problem sets. You should be aware that content coverage varies from year to year. The back exam should be used as a guide for style but not necessarily for content. You will need Adobe Acrobat to read these exercises.All lecture powerpoint slides are posted in burnt orange links. It is suggested that you download/print these and keep them in an organized notebook (2-3 per page).
Printable Periodic Table
Organic Chemistry Tutorialsfrom UCLA, acids/bases, formal charge, resonance, Lewis dot, curved arrows...
The ORBITRON University of Sheffield, UK - a gallery of atomic orbitals and molecular orbitals as images and animated plots
Chapter 1 - Structure and Bonding
Bonding patternsfor C, N, & O
Lewis dot tutorial from UCLA
Curved Arrow tutorial with problems
Resonance and Arrow Formalism/answers
Chapter 6 - Alkyl Halides: Nucleophilic Substitution & Elimination
SN1, SN2, E1, E2 ppt lecture
Allylic bromination with NBS
Allylic bromination and F.R. chlorination problems(omit q. 3) from old exams answers
Alkyl Halides from Alcoholsppt slides
Problem set for CH 6 (look at questions 1,2, and 6)
Practice SN2/E2 reactions / SN2/E2 answers
SN1 and E1 explained (including rearrangements)
SN1/E1 mechanism answers
SN2, SN1, E2, E1 reactionsfrom old examsanswers
Chapter 2 - Acids and Bases
Acids and bases and more arrows/ answers
Acids & Bases - helpful tutorial
Functional Groups problems
Chapter 1 and 2 Problems/ answers
Exam I practice mostly acids and bases!
Alkenes - Chapter 7
Alkenes ppt slides
Alkenes problem set
Chapter 3 - Structure and Stereochemistry of Alkanes
Nomenclature good naming problems answers
Conformational Analysissome problems off old exams answers
More Newman Projection Problems/ answers
3 more problems
Chapter 8 - Reactions of Alkenes
Reactions of Alkenesppt slides
Addition Reactions Tutor(adapted from F. Carey's site)
Addition reaction mechanismsoxymercuration, hydroboration, bromination, bromohydrin, both HBr additions
Alkene reactions - summary table
Chapter 8 problemsaddition reactions and rearrangements answers
CH 7,8 problems - Wade
Chapter 4 - The Study of Chemical Reactions
Free radical halogenation problem/ answers
Another free radical problem / answer
Free radical chlorination problems / answers
Chapter 9 - Alkynes
Alkyne hydrogenation and hydration
Hydrogenation, ozonolysis problem with answer
CH 5,8-9 Problems (for CH 8-9, problems 1,4,6)
2 more H2/O3 problems
Hydrogenation and Hydration mechanisms
Synthesis exercises/ answers
Chapter 5 - Stereochemistry
Stereochemistry ppt lecture
CH 5 Problems / (for CH 5, problems 2,3,5) answers
Specific rotations of known molecules
Stereochemistry problems / stereochem answers
CH 10- Structure and Synthesis of Alcohols
Alcohols - Structure and Synthesis - ppt slides
Frank Carey's excellent interactive help site
The course consists of both lecture (80%) and laboratory (20%). Your lab grade is determined by your laboratory instructor. In order to pass the course,
you must have a passing grade in both parts (>60%). The breakdown is as follows:
|4 hour exams 500 pts (50%)|
|Homework & Quizzes 150 pts (15%)|
|Final exam 150 pts (15%)|
|Laboratory 200 pts (20%)|
A schedule of exams (roughly every 10th lecture) with probable coverage is shown below (see syllabus for details):
|Wednesday, Sept. 21||Chapters 1-3.6|
|Friday, Oct. 14||Chapters 3.7-5|
|Monday, Nov. 7||Chapters 6-7|
|Friday, Dec. 2||Chapters 8-9|
Final Exam will be held in the same classroom on the designated day and time for MWF 11:45 classes. It will be cumulative with a slight emphasis on CH 10 (new material).
Academic Calendar, 2017-2018
Holt Modern Chemistry ReviewCHAPTER 2: MEASUREMENTS AND CALCULATIONSInclude graphic organizer(s) for this chapterThe following pages contain the bulk (but not all) of the information for the chapter2 test. Focus on this content, but make sure to review class notes, activities, handouts,questions, etc. If you study this document and NOTHING else, you should at least be able to PASSthe test.***** Test items will be recall, examples, and/or applicationof this content. *****OUTCOMESCollaborate with peer(s) to understand chemistry content (C C)Communicate chemistry content to teacher and peer(s) (E C) 2.1: Describe the scientifc method process. (T & R)2.2: Measure length, volume, mass, and time using metric units. (1 mL = 1 cm3& 1 L = 1dm3) (T & R)2.2: Use volume and mass to determine density; compare relative densities oF solids, liquids, gases; compare relative densities oF pure liquids and solutions. (F & PK)2.2: Use density to identiFy substances in activities involving collection oF data and precision and accuracy in measurements. (F & PK)2.3: Distinguish between precision and accuracy. (T & R)2.3: Determine and perForm calculations using signifcant fgures. (F & PK)2.3: Convert From numbers to scientifc notation and reverse. (F & PK)2.1 SCIENTIFIC METHODVocabulary oscienti±c method-- a series oF steps Followed to solve problems, including collectingdata, Formulating a hypothesis, testing the hypothesis, and stating conclusions osystem-- a set oF particles or interacting components considered to be a distinct physical entity For the purpose oF studyohypothesis