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 Designated Professor•Course Purpose
The main 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 influencefor chemical reactions of the organic molecules having π-bonds. On the basis of the knowledge educated following the course
contents, the students will be able to solve 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 as well as Aromatic Hydrocarbons
Class 2. Nuclear Magnetic Resonance (NMR) Spectroscopy of Organic Molecules --- Level of Energy Source for VariousSpectroscopy; Larmor Frequency and Quantized Energy; Spin Spinning and Applied Magnetic Field; Zeeman Effect andResonances; 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 ofUnsaturated Aliphatic Compounds and Electrophilic Additions; Preparations by E2 Elimination and Dehydration;
Hydrogenation; Halogenations (toward Monohaloalkane, Dihaloalkane, Halohydrin, and Allylic halide) of Simple Alkenes andConjugated Dienes
Class 4. Electrophilic Additions of Alkenes --- Hydration; Carbene Addition; Oxidation; Redical 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 andDienophiles; Stereochemistry in Diels-Alder Reactions (Endo/Exo cycloadditions and Endo Rule); Thermal and PhotochemicalCyclization 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 Configurationof Delocalized π-Systems (Nonaromatic/Aromatic/Antiaromatic Compounds); Projection of ResonancesClass 9. Reaction of Benzene --- Electrophilic Aromatic Substitutions (Halogenation, Nitration, Sulfonation, Friedel-Crafts
Alkylation, Friedel-Crafts Acylation, Wolff-Kishner and Clemmensen Reductions)Class 10. Assessment of he 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 Antracene)
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 andCompany), 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 ISBN10:0199270295.

•Grade Assessment
Examination [total 70%: two midterms(20% for each) and one final (30%)], Attendance (10%), and Assignment of Homework(20%): S(x≧90), A(90>x≧80), B(80>x≧70), C(70>x≧60), and F(60>x)•NotesIn 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 'F'grade: It is for the protection of other attendances in the corresponding course from the frequent absences of thespecific/uncertain student(s).
•Contacting FacultyStudents can communicate with the course instructor face-to-face either in the class or through the appointment. Communication
through email (instructor's e-mail: jyshin@chembio.nagoya-u.ac.jp) is also available.

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