2021 Organic Chemistry VI (Amines) A

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Academic unit or major
Undergraduate major in Chemical Science and Engineering
Ishizone Takashi 
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Course description and aims

[Summary of the course] In this course, carbonyl alpha-substitution and carbonyl condensation that are quite important for 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 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.

Student learning outcomes

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 alpha-substitution and 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.


carbonyl alpha-substitution reactions, carbonyl condensation reactions, amines, heterocyclic compounds, pericyclic reactions, organic synthesis

Competencies that will be developed

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 alpha-substitution reactions, (2) carbonyl condensation reactions, (3) amines and heterocyclic compounds, and (4) pericyclic reactions In the last day, practice problems and interpretation of them will be carried out to confirm the level of understanding.

Course schedule/Required learning

  Course schedule Required learning
Class 1 enols and enolate ions Explain enols and enolate ions.
Class 2 carbonyl alpha-substitution reactions Explain carbonyl alpha-substitution reactions.
Class 3 Aldol reactions Explain aldol reactions.
Class 4 Claisen condensation reactions, Michael reactions Explain Claisen condensation reactions and Michael reactions.
Class 5 Synthesis of amines and heterocyclic compounds Explain synthesis of amines and heterocyclic compounds.
Class 6 Reactions of amines and pericyclic reactions Explain reactions of amines and pericyclic reactions.
Class 7 Practice problems and interpretation for confirming the level of understanding. Solve practice problems by accurate understanding of the above lectures.

Out-of-Class Study Time (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.


McMurry Organic Chemistry, international edition of 8th revised edition (Cengage Learning) ISBN-13: 978-0840054531
McMurry Organic Chemistry, international edition of 9th revised edition (Cengage Learning) ISBN-13: 978-1305080485

Reference books, course materials, etc.

Study Guide with Student Solutions Manual for McMurry's Organic Chemistry, 9th edition (Cengage Learning) ISBN-13: 978-1305082144
Study Guide with Student Solutions Manual for McMurry's Organic Chemistry, 8th edition (Cengage Learning) ISBN-13: 978-0840054456

Assessment criteria and methods

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)
  • CAP.B315 : Organic Chemistry V (Carbonyl Compounds)

Prerequisites (i.e., required knowledge, skills, courses, etc.)

The condition of the study will not be made, but it is desirable to study Organic Chemistry I (Alkanes) (Chemical Science and Engineering),
Organic Chemistry II (Alkenes), Organic Chemistry III (Aromatic Compounds), Organic Chemistry IV (nucleophilic substitution), and Organic Chemistry V (Carbonyl Compounds).

Contact information (e-mail and phone)    Notice : Please replace from "[at]" to "@"(half-width character).

tishizon[at]polymer.titech.ac.jp(Takashi Ishizone)
ktanaka[at]apc.titech.ac.jp(Ken Tanaka)

Office hours

Make a reservation by an e-mail in advance.

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