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

Organic Chemistry I(2.0 credits)

Code:10151
Course Type:Basic Specialized Courses
Class Format:Lecture
Course Name : Chemistry
Starts 1 : 2 Autumn Semester
Elective/Compulsory : Compulsory
Lecturer : Jiyoung SHIN Professor 

•Course Purpose
The primary purpose of this course is to help students acquire a logical framework for understanding fundamental organic chemistry. This framework emphasizes how the organic molecular structures and the electron density configurations are related to patterns of chemical reactions. Based on the knowledge educated following the course contents, participants are expected to explain organic reaction sequences happening on the aliphatic substrates and solve progressive problems sequentially.

•Prerequisite Subjects
Fundamentals of Chemistry I and II

•Course Topics
Class 1. Structure Perspective of Organic Molecules --- Atomic Electron Configuration and Construction of Organic Molecules (Hybridization).
Class 2. Projection of Molecular Structures of Organic Molecules and Classification of the Isomers --- Constitutional (Chain, Position, and Functional Group) Isomers and Stereoisomers (Diastereomers and Enantiomers).
Class 3. Optical Activities of Stereoisomers and Assignment of Stereoisomeric Structures --- Fischer and Newman Projections; Absolute (R/S) and Optically Observed (D/L) Rotations; Specific Rotation and Enantiomeric Purity; Meso Compound.
Class 4. Electron Density Configuration of Organic Molecules and Their Acidity/Basicity --- Formal Charges and Oxidation States; Acidity/Basicity and Electrophilicity/Nucleophilicity; Type of Chemical Reactions.
Class 5. Potential Energy Profiles for Kinetically and Thermodynamically Favorable Reactions --- Stability of Carbocations, Carbanions, Hydrocarbon Radicals, and the Stabilization Factors (Hyperconjugation and Resonance). Class 6. Assessment of the Classes 1-5 with Practice Problems.
Class 7. General Trends of Aliphatic Nucleophilic Substitutions and Bimolecular Reactions (SN2) --- Efficient Substrates and Proper Leaving Groups; Reactivity of Nucleophiles and Solvent Effect; Stereochemistry; Competing Reactions.
Class 8. Unimolecular Aliphatic Nucleophilic Substitutions (SN1) --- Efficient Substrates and Proper Leaving Groups; Nucleophilicity and Solvolysis; Stability of Carbocation Intermediate; Stereochemistry; Competing Reactions.
Class 9. Aliphatic Eliminations --- Unimolecular (E1 and E1CB) and Bimolecular (E2) Elimination; Thermodynamically and Kinetically favored (Zaitsev and Hofmann) Eliminations.
Class 10. Types of Nucleophiles and Haloalkanes and Their Reaction Trends/Overview (Substitutions & Eliminations). Class 11. Assessment of the Classes 7-10 with Practice Problems.
Class 12. Nomenclature of Organic Compounds --- Saturated/Unsaturated Hydrocarbons; Functional Groups; Aromatic Hydrocarbons; Stereochemical Assignments; Fused Rings (Spiroalkanes and Bicyclo/Tricycloalkanes).
Class 13. Structures and Stereochemistry of Cycloalkanes and their Stability and Reactivity.
Class 14. Preparation of Haloalkanes (Radical Reactions) --- Potential Energy Profiles of Reaction Coordinates.
Class 15. Assessment of Overall Classes with Practice Problems (1-14).

•Textbook
Organic Chemistry: Structure and Function (Seventh Edition), Peter C. Vollhardt and Neil E. Schore, (W. H. Freeman and Company), New York, 2014, Chapters 1-7.

•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 will be reconsidered due to the change of the pandemic condition.

•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
Communication through email (instructor's e-mail: jyshin@chembio.nagoya-u.ac.jp and jyshin321@gmail.com) is available.
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.

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