Nagoya University, School of Engineering Lecture information system (SYLLABUS)

Organic Chemistry II(2.0 credits)

Code:10159
Course Type:Basic Specialized Courses
Class Format:Lecture
Course Name : Chemistry
Starts 1 : 2 Spring Semester
Elective/Compulsory : Compulsory
Lecturer : Jiyoung SHIN Professor 

•Course Purpose
The primary purpose of this course is to acquire a logical framework for understanding fundamental organic chemistry. Many chemical reactions of organic compounds begin with nucleophile-electrophile interactions. This framework provides an influence for chemical reactions of the organic molecules having π-bonds. Based on the knowledge educated following the course contents, the participants are expected to understand organic reaction sequences happening with unsaturated organic molecules, including aromatic compounds, and solve the progressive problems sequentially.

•Prerequisite Subjects
Fundamental Chemistries I and II, Organic Chemistry I

•Course Topics
Class 1. Electron Configuration of Unsaturated Hydrocarbons and Their Reaction Trends --- Difference of Reactivity between Saturated and Unsaturated Aliphatic Hydrocarbons and Aromatic Hydrocarbons.
Class 2. Nuclear Magnetic Resonance (NMR) Spectroscopy of Organic Molecules --- Level of Energy Source for Various Spectroscopy; Larmor Frequency and Quantized Energy; Spin Spinning and Applied Magnetic Field; Zeeman Effect and Resonances; Shielding and Deshielding; Downfield and Upfield; Chemical Shifts, Integration, and Peak Splitting; [N+1] rule.
Class 3. Preparations of Alkenes and Sequence of Electrophilic Additions of Alkenes --- Potential Energy Stability of Unsaturated Aliphatic Compounds and Electrophilic Additions; Preparations by E2 Elimination and Dehydration; Hydrogenation; Halogenations (toward Monohaloalkane, Dihaloalkane, Halohydrin, and Allylic halide) of Simple Alkenes and Conjugated Dienes.
Class 4. Electrophilic Additions of Alkenes --- Hydration; Carbene Addition; Oxidation; Radical Addition; Heck Coupling; Polymerization.
Class 5. Assessment of the Classes 1-4 with Practice Problems.
Class 6. Reactions of delocalized pai-systems (Diels-Alder Reactions and Electrocyclization) --- Efficient Dienes and Dienophiles; Stereochemistry in Diels-Alder Reactions (Endo/Exo cycloadditions and Endo Rule); Thermal and Photochemical Cyclization for Even- and Odd-Numbered Double Bonds.
Class 7. Preparations of Alkynes and Sequence of Electrophilic Additions of Alkenes --- Hydrogenation; Halogenation; Hydration.
Class 8. Delocalized π-Systems and Reactivity of Benzene --- Stability of Extended Conjugations and the Electron Configuration of Delocalized π-Systems (Nonaromatic/Aromatic/Antiaromatic Compounds); Projection of Resonances.
Class 9. The reaction of Benzene --- Electrophilic Aromatic Substitutions (Halogenation, Nitration, Sulfonation, Friedel-Crafts Alkylation, Friedel-Crafts Acylation, Wolff-Kishner, and Clemmensen Reductions).
Class 10. Assessment of the Classes 6-9 with Practice Problems.
Class 11. Electrophilic Substitutions of Substituted Benzenes --- ortho & para- and meta-Directing Groups and the Reactivities Class 12. Nucleophilic Substitutions of Benzene (via Benzyne Formation or through Inductive Effects of Substituents).
Class 13. Preparations of Multiply Substituted Benzenes --- Protection/Deprotection of amine; Reduction/Oxidation.
Class 14. Electrophilic Substitutions of Fused Aromatic Compounds (Naphthalene and Anthracene).
Class 15. Assessment of the Overall Classes (1-14) with Practice Problems.

•Textbook
Organic Chemistry: Structure and Function (Seventh Edition), Peter C. Vollhardt and Neil E. Schore, (W. H. Freeman and Company), New York, 2014, Chapters 11-16 and 22

•Additional Reading
Organic Chemistry (second edition), Jonathan Clayden, Nick Greeves, and Stuart Warren (Oxford University Press), 2012 ISBN-10:0199270295.

•Grade Assessment
Examination [total 70%: two midterms (20% for each) and one final (30%)] and Assignment of Homework (30%): S(x≧90), A(90>x≧80), B(80>x≧70), C(70>x≧60), and F(60>x). The assessment methods can be reconsidered following pandemic conditions.

•Notes
Submission of "Course Withdrawal Request Form is necessary to withdraw the course. The student needs to contact the course instructor when the student wants to withdraw from the course.
In the cases of any unavoidable reasons such as sickness, accident, or no attendance school, the student may get a grade of 'Absent' through the judgment of the course instructor and the student when the student submits a 'Course Withdrawal Request Form' to receive the 'Absent' grade. No submission of sickness/absence reports and lack of attendance score will result in an 'F' grade: It is for the protection of other attendances in the corresponding course from the frequent absences of the specific/uncertain student(s).
This assessment can be reconsidered within pandemic conditions where the attendance can be replaced with the submission of assignments.

•Contacting Faculty
Students are recommended to prepare each lecture by reading the corresponding chapter in the textbook and to review it by solving the related homework questions. Each assignment is due by the start of the next class.
Students can communicate with the course instructor face-to-face, either in the class or through the appointment. Communication through emails (instructor's email: jyshin@chembio.nagoya-u.ac.jp and jyshin321@gamil.com) is also available.

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