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Syllabus
Organic ChemistryCHEM2443
Course Information and Requirements
Course Title: Organic Chemistry (CHEM2443)Credits: 3 (2 credits for students who have passed CHEM 2241)Prerequisites: CHEM 1128Q or 1138Q or 1148Q or 1126. CHEM 1126Q may be taken concurrently.Instructor: Michael Smith
E-mail: [email protected]: (860) 486-2981 – Please call if there is a question or a problem. The best way to contact me, especially with a coursequestion, is via email.Office Hours: On Tuesdays and Thursdays between 4 and 6 pm in the HuskyCT Discussion area topic Ask The Professor.
Email: submit questions any time by email to [email protected] with questions between July 9 and August 17. If you donot get a reply within 24 hours, submit to [email protected].
Required Text:
Organic Chemistry - An Acid-Base Approach
By Michael B. SmithCRC Press, 1st Edition (October 18, 2010)ISBN-13: 978-1420079203
The Solutions Manual for the first edition will be available online as a PDF file after you havepurchased the book. There is no additional charge to access the solutions manual.
Click here for access to publisher's online Solutions Manual
I recommend, but do not require, that you have a molecular model kit such as those sold inthe UConn Co-op on campus. The model kit is optional but strongly suggested.
Molecular Visions Model Kits:If you are off-campus, you may order this directly at: http://www.darlingmodels.com/ (see topof left column).
ISBN: 978-09648837-1-0 Plastic Box -- Organic, InorgPrice: $22
The following Internet site (not HuskyCT) is NOT used for this course, bu includes answerkeys and other information from face-to-face sections of this course taught by me in previoussemesters and previous years. This information is posted at:
http://orgchem.chem.uconn.edu/coruses/testhome.html
The developer of this course is Michael Smith, Professor of Chemistry at the University of Connecticut.
All images, charts, graphs were created by the instructor unless otherwise cited.
Course Description
Organic chemistry 2443 is the first semester of a two-semester course sequence. Fundamental principles of bonding and structureare introduced. The course uses fundamental acid-base chemistry to explain most of the chemical reactions found in organicchemistry. This first semester course discusses covalent bonding, the structure of organic molecules, the structure and importanceof functional groups, rules of nomenclature, the concept of bond rotation and conformations, the concept of stereogenic centers,chirality and stereoisomers, reactions of alkenes and alkynes (addition reactions), reactions of alkyl halides and alcohols(substitution and elimination).
Course Goals and Objectives
Upon completion of this course, you will be able to understand:
Fundamental acid-base reactions and the factors that influence differences in acidity and basicity.Relationships between acid-base chemistry and chemical reactions in Organic Chemistry.Covalent bonding in organic molecules and hybridization.Electronegativity, polarized covalent bonds, polarized bonds and polar molecules.
-bonds and -bonds.van der Waals forces, dipole-diople interactions and hydrogen bonding, and how these forces influence structure andphysical properties.Rotation about covalent single bonds in cyclic molecules, and the concept of conformation.Concept of stereoisomers, including enantiomers and diastereomers, and how this concept influences the physical andchemical properties of organic molecules.Chemical reactions of alkenes and alkynes to form new molecules, based on the concept that a -bond reacts as a Brønsted-Lowry base and also a Lewis base.Substitution reactions of alkyl halides and the reactivity of nucleophiles.Reactions of alcohols and ethers in connections with reactions with alkenes, alkynes and alkyl halides.Acid-base reactions of alkyl halides that lead to alkenes or alkynes.Radical reactions of alkenes and alkanes.
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Course Format and Grading
View the video introduction in Module 1 for a description of the course format, gradingand syllabus.
READINGS, LECTURES, and QUIZZESPrior to listening to the assigned lectures in each module, you are expected to read the appropriate sections of Smith, and takethe appropriate pre-lecture quiz or post-test before listening to the associated lecture video. The Reading Assignments, Pre-lecture quizzes (PLQ), and Post-tests (PT) are posted in each module's Objectives and Activities page of the course along withthe video lectures as well as the PLQ / PT Schedule (see below).
Reading AssignmentsReadings are listed in the modules' Objectives and Activities pages as well as on the PLQ and PT Schedule (see below). Suchreading will help your understanding of the lecture material.
Video LecturesLecture videos cover Chapters 1-13 and are provided within each module that can be found in the Learning Modules folder on thecourse menu.
QuizzesAll Pre-Lecture Quizzes and Post-Tests will appear in the HuskyCT Assessment tool when the quiz opens. This will be between12:01 AM and 11:59 PM on the due date of each quiz.
Readings / Quiz Schedule and Due DatesClick here for the Reading, PLQ and PT Schedule for reading assignments and pre-lecture quizzes (PLQ) and post-test(PT) due dates. This is also posted on the Home page of the course.
PRE-LECTURE QUIZZES (PLQ), POST-TEST (PT)
Files are posted on HUSKY-CT with reading assignments for the semester, and the dates of pre-lecture quizzes (PLQ) areposted. The sections to be read are also posted there. Prior to listening to the assigned lectures, you are expected to read theappropriate sections of Smith. Such reading will help your understanding of the material.
Once you finish the reading assignment, you are to answer all of the multiple choice questions within 15 minutes. It is a timed quiz,and you will not be able to answer questions after 15 minutes. Your answers to the questions are recorded and checked online byHUSKY-CT. All keystrokes are also recorded. You may retake each quiz once. Your highest score will be recorded and your quizgrade will be based on the number of questions that you answer correctly.
After each set of three PLQ, there will be a post-test. You will have only one chance to take each post-test, and you will have 20minutes to complete it. It will cover the previous 3 PLQ but it will also include material based on the lectures for that material.Therefore, you should listen to the lectures before taking the post-test. The points for all post-tests will be added to your final PLQpoint total, but no points will be taken off for missing post-test questions. In other words, taking the post-tests can only help you,not hurt you.
Using your on-line access to HUSKY-CT, you will take three pre-lecture quizzes (plq) and one post-test (PT) on each Tuesdayand Friday. The first week is anexception. While getting used to the class, the first six plq and first two PT will be due on the first Friday, 6/07. Taking thesequizzes is not optional. A total of 36 pre-lecture quizzes are offered. These PLQ must be taken by MIDNIGHT on each Friday orTuesday. You will not be given another opportunity to take them after that time, as access to the quizzes will be shut off. Noextensions are offered for any reason.
If you cannot access these quizzes or the web site, you must contact me no later than Wednesday, June 05. You may have todisable pop-up blockers and spyware blockers.
IMPORTANT NOTE:
If you cannot access these quizzes you must contact me no later than Wednesday, July 11. You MUST disable pop-up Adblocking and software as part of your computer setup or add uconn.edu to your "allowed sites". HuskyCT uses pop-ups as part ofits functionality. Make sure you run the HuskyCT Browser Check process to ensure that your computer is compatible.
ExamsThere will be two (2) exams and a final. You will be given two hours to complete each exam.
NO MAKE UP EXAMS WILL BE GIVEN EXCEPT IN THE CASE OF A DOCTOR'S EXCUSE.
Each exam is worth 100 points. he final is worth 200 points.
The final will be counted in one of two possible ways, whichever gies the highest total:
(a) = 200 points or (b) = 200 points + 1/2 final score minus lowest exam grade
Therefore, 2E + final or 1E + final + 1/2 final (if higher than lowest exam grade)
The Exams Must be Proctored: You will receive an email with instructions to sign up for a proctor site. You must replyto this email to sign up for your proctor site.
The exam dates for this semester are:
Exam1:
Friday, June14
CHEM T-309 1-3 PM
Exam2:
Friday, June28
CHEM T-309 1-3 PM
FinalExam:
Friday, July127
CHEM T-309 1-3 PM
NO MAKE UP EXAMS WILL BE GIVEN EXCEPT IN THE CASE OF A DOCTOR'S EXCUSE.
Description Points
2 exams x 100points
= 200pts
1 Final Exam x200 points
= 200pts
PLQ= 180pts
TOTAL 580pts
Homework ProblemsHomework will not be graded. These problems are intended to help you correlate the lectures with the book. You should try to doas much homework as possible. The optional book mentioned above may help. Exam questions may be taken from the homework,although the emphasis for the course and the exams is material from the lectures.
IF YOU DO NOT DO THE HOMEWORK FROM THE BOOK, AND RELY SOLELY ON LECTURESOR ON
POSTED MATERIAL BASED ON PREVIOUS YEARS, YOU WILL PROBABLY RECEIVE A GRADEOF D OR F.
Misconduct and Plagiarism
The UConn student conduct code defines plagiarism as “presenting as one's own the ideas or words of another for academicevaluation.” Here are some resources from the UConn Libraries and the Instructional Resource Center. Please read thesecarefully.
I take plagiarism seriously. If you have questions or concerns, please ask me.
If you're not sure how to recognize and avoid plagiarism, click here.
General Course Outline
Lectures /Readings
Lectures /Readings
Module 1 - Introduction andSyllabus
Chapter 1 inSmithLectures 001 -002
Module 8 - Conformations:Acyclic and Cyclic
Chapter 8 inSmithLectures 059 -067
Module 2 - Acids and Bases:General Chemistry
Chapter 2 inSmithLectures 003 -011
Module 9 - Steroeogenic Centersand Stereochemistry
Chapter 9 inSmithLectures 068 -077
Module 3 - Bonding
Chapter 3 inSmithLectures 012 -020
Module 10 - Reactions of Alkenesand Alkynes
Chapter 10 inSmithLectures 078 -092
Module 4 - Alkanes and IUPACNomenclature
Chapter 4 inSmithLectures 021 -028
Module 11 - NucleophilicAliphatic Substitution
Chapter 11 inSmithLectures 093 -110
Module 5 - Functional Groups
Chapter 5 inSmithLectures 029 -042
Module 12 - Elimination Reactions
Chapter 12 inSmithLectures 111 -118
Module 6 - Acids and Bases:Organic Chemistry
Chapter 6 inSmithLectures 043 -051
Module 13 - Substitution Versuselimination
Chapter 13 inSmithLectures 119 -121
Module 7 - Energy Considerationsin Organic Chemistry
Chapter 7 inSmithLectures 052 -058
Module 14 - Special Topics(models)
Lectures 122 -124
Module 15 - Selected Homework(from Smith)
Lectures 125 -136
Required Software
Acrobat Reader
If you encounter technical problems, please contact the UConn Digital Learning Center (DLC), 860-486-1187.
Updated: 04/26/2013