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

Organic Chemistry III(2.0 credits)

Code:10166
Course Type:Basic Specialized Courses
Class Format:Lecture
Course Name : Chemistry
Starts 1 : 3 Autumn Semester
Elective/Compulsory : Elective
Lecturer : Jiyoung SHIN Professor 

•Course Purpose
The primary purpose of the course is to acquire a logical framework for understanding fundamental organic chemistry. This outline essentially provides the reactions of the organic compounds having critical functional groups, such as hydroxy, carbonyl, and amino groups, as well as their derivatives. Based on the knowledge educated following the course contents, the participants are expected to understand the reactions converting one functional group to another and solve the progressive problems sequentially.

•Prerequisite Subjects
Fundamentals of Chemistries I and II, Organic Chemistries I and II

•Course Topics
Class 1 & 2. Alcohols and Ethers --- Acidity/Basicity of Alcohols; Preparation of Alcohols (Nucleophilic Substitutions (SN1 & SN2), Reduction of Carbonyl Compounds, Hydrolysis of Esters); Reaction of Alcohols (Deprotonation, Substitution, Elimination, Oxidation, Inorganic Ester Formation); Preparation of Ethers (Williamson Ether Synthesis) and Reaction of Ethers.
Class 3. Esters --- Inorganic and Organic Esters; Haloalkane Formation from Alcohols via Inorganic Esters; Reaction of Organic Esters (Hydrolysis, Lactones into Open Chain Ester, Esters into Amides and Alcohols, Reduction).
Class 4. Acyl Halide --- Reactivity of Carbonyl Compounds (Leaving Ability of Leaving-Groups); Reaction of Acyl Halides (Conversion into Carboxylic acid, Anhydride, Ester, Amide, Ketone, Aldehyde, and Phenylalkanone).
Class 5. Aldehydes and Ketones --- Preparations of Aldehydes and Ketones (Oxidation of Alcohols, Ozonolysis of Alkenes, Hydration of Alkynes; Friedel-Grafts Acylation)
Class 6. Reactions of Aldehydes and Ketones --- Grignard Reaction; Hydration (in acid/base); Acetalization/Deacetalization; Thioacetalization/Dethioacetalization/Desulfurization.
Class 7. Reactions of Aldehydes and Ketones --- Conversions into Cyanohydrin; Wittig Reaction; Baeyer-Villiger Oxidation; Conversion into Imine, Oxime, and Hydrazone; Reduction of Acyl Compounds into Alkanes.
Class 8. Assessment of the Classes 1-7 with Practice Problems.
Class 9. Enols and Enolates --- Reactivity and Reaction Trends of Carbonyl Compounds in Acid and Base
Class 10. Reactivities of Formaldehyde, Aldehydes, and Ketones and Their Reactions --- Reactions with Amines (into Imine, Iminium, and Enamine) and Reaction Comparison; Mannich Reaction.
Class 11. Reactions of Conjugated Aldehydes, Ketones, --- Preparation of Conjugate Carbonyl Compounds; 1,2-addition versus 1,4-addition; Soft and Hard Base Nucleophiles; Michael Additions; Robison Annulation.
Class 12. Carboxylic Acids --- Preparation of Carboxylic acids (Alcoholysis, Hydrolysis, Over Oxidation of Primary Alcohols, Reduction of CO2, Conversion of Nitrile into Carboxylic Acid).
Class 13. Reactions of Carboxylic Acids --- Hell-Volhard-Zelinsky Bromination; Acyl Chloride Formation; Anhydride Formation; Decarboxylation.
Class 14. Intermolecular/Intramolecular Cross Condensations --- Aldol Condensation; Claisen Condensation; Retro-Claisen Condensation; Deackmann Condensation.
Class 15. Assessment of 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 8-9, and 17-20.

•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%: midterm (30%) and final (40%)] and Assessment of Homework (30%): Credits will be awarded to those students who score 60 or more. Grades are as follows: S(x≧90), A(90>x≧80), B(80>x≧70), C(70>x≧60), and F(60>x). This assessment method can be reconsidered based on 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 emails (instructor's e-mail: jyshin@chembio.nagoya-u.ac.jp and jyshin321@gamil.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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