Synthetic Organic Chemistry(C=0 Substitution・Condensation・C-N・Cyclic Reaction)

Academic unit or major

Undergraduate major in Chemical Science and Engineering

Instructor(s)

Ken Tanaka

Class Format

Lecture (Face-to-face)

Media-enhanced courses

-

Day of week/Period
(Classrooms)

3-4 Tue

Class

-

Course Code

CAP.O301

Number of credits

100

Course offered

2024

Offered quarter

1Q

Syllabus updated

Mar 14, 2025

Language

Japanese

Syllabus

Course overview and goals

[Lecture outline] In this course, carbonyl alpha-substitution and carbonyl condensation which are quite important for the construction of complex molecular skeletons will be explained. Also amines and heterocyclic compounds will be explained to understand the particular properties of heteroatom-containing compounds. Furthermore, pericyclic reactions are discussed.
[Aim of the course] Property of the alpha-positioned hydrogen plays an important role in the construction of complex molecular structures. In this course, students learn the character and reaction mechanisms of enols and enolate ions, and acquire the ability to design carbon-carbon bond formations. Also students understand amines and heterocyclic structures that are contained in many useful compounds. Furthermore, students can explain reactions controlled by molecular orbitals.

Course description and aims

By the end of this course, students acquire the following ability:
(1) Explain the formation and properties of enols and enolate ions.
(2) Explain carbonyl condensation, and suggest plans to synthesize the desired compounds.
(3) Explain the properties of amines, and utilize for various reactions.
(4) Explain the structure and properties of heterocyclic compounds, and explain the synthesis and reactions.
(5) Explain reactions with molecular orbitals.

Keywords

carbonyl condensation reactions, enolate reactions, amines, heterocyclic compounds, pericyclic reactions, organic synthesis

Competencies

• Specialist skills
• Intercultural skills
• Communication skills
• Critical thinking skills
• Practical and/or problem-solving skills

Class flow

This course will proceed in the following order: (1) carbonyl condensation reactions, (2) enolate reactions, (3) properties and synthesis of amines, (4) amine reactions, (5) pericyclic reactions-1, (6) pericyclic reactions-2. Then, in the final session, exercises and explanations will be given to confirm the level of understanding.

Course schedule/Objectives

Study advice (preparation and review)

To enhance effective learning, students are encouraged to spend approximately 100 minutes preparing for class and another 100 minutes reviewing class content afterwards (including assignments) for each class.
They should do so by referring to textbooks and other course material.

Textbook(s)

McMurry Organic Chemistry

Reference books, course materials, etc.

Study Guide with Student Solutions Manual for McMurry's Organic Chemistry

Evaluation methods and criteria

Practice problems and interpretation for confirming the level of understanding (90%), level of class participation (10%) (The level of class participation will be calculated by discussion, small examination and so on in the lecture.)

Related courses

• CAP.B211 ： Organic Chemistry I (Alkanes) (Chemical Science and Engineering)
• CAP.B212 ： Organic Chemistry II (Alkenes)
• CAP.B213 ： Organic Chemistry III (Aromatic Compounds)
• CAP.B214 ： Organic Chemistry IV (Nucleophilic Substitution)

Prerequisites

The condition of the study will not be made, but it is desirable to study Organic Chemistry I (Chemical Science and Engineering), Organic Chemistry II, Organic Chemistry III, and Organic Chemistry IV.