2016 Organic Synthetic Chemistry C

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Academic unit or major
Undergraduate major in Materials Science and Engineering
Michinobu Tsuyoshi 
Class Format
Media-enhanced courses
Day/Period(Room No.)
Tue3-4(S8-102)  Fri3-4(S8-102)  
Course number
Academic year
Offered quarter
Syllabus updated
Lecture notes updated
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Course description and aims

The concept of organic reactions is essential for designing novel organic materials and considering their applications. This course focuses on the reactive functional groups, such as alkenes, alkynes, alkyl halides, benzene derivatives, alcohols and carbonyl compounds. These functional groups undergo a wide variety reactions including addition reactions, elimination reactions, substitution reactions, and rearrangement reactions. The mechanism of these reactions is explained by using the polarity mode of functional groups as well as the electron transfer. In addition, important spectroscopic methods of determining chemical structures are introduced.

Student learning outcomes

By the end of this course, students will be able to:
1) Understand the basic mechanism of organic reactions.
2) Know the reactivity of specific functional groups and the synthesis of various organic compounds.
3) Grasp the chemical structure-property relationship.
4) Apply the basic knowledge about the organic reactions to designing organic and polymeric materials.


Organic synthesis, reaction mechanism, structural identification

Competencies that will be developed

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

Class flow

Topics change each lesson. Every lesson contains not only a lecture but also a 30- to 60-minute drill or application practice. Attendance is taken in every lesson.

Course schedule/Required learning

  Course schedule Required learning
Class 1 An Overview of Organic Reactions Understand the kinds and mechanism of organic reactions.
Class 2 Stereochemistry at Tetrahedral Centers Understand the molecular handedness, stereoisomers and configurations.
Class 3 Alkenes: Structure and Reactivity Explain the isomers and electrophilic addition reactions of alkenes.
Class 4 Alkenes: Reactions and Synthesis Explain various reactions of alkenes.
Class 5 Alkynes: An Introduction to Organic Synthesis Explain various reactions of alkynes.
Class 6 Reactions of Alkyl Halides: Nucleophilic Substitutions and Eliminations Explain nucleophilic substitution reactions and elimination reactions.
Class 7 Structure Determination: Mass Spectrometry, Infrared Spectroscopy, and Nuclear Magnetic Resonance Spectroscopy Explain the spectroscopic characterization of organic compounds.
Class 8 Benzene and Aromaticity Understand the structure and stability of benzene and explain the electrophilic aromatic substitution reactions
Class 9 Alcohols and Phenols Explain the properties and reactivities of alcohols and phenols.
Class 10 Ethers and Epoxides; Thiols and Sulfides Explain the reactions of ethers and epoxides and understand the properties of thiols and sulfides.
Class 11 Aldehydes and Ketones: Nucleophilic Addition Reactions Explain the nucleophilic addition reactions of aldehydes and ketones.
Class 12 Carboxylic Acids and Nitriles Understand the acidity of carboxylic acids and explain the reactions of carboxylic acids and nitriles.
Class 13 Carboxylic Acid Derivatives: Nucleophilic Acyl Substitution Reactions Explain the nucleophilic acyl substitution reactions of carboxylic acid derivatives.
Class 14 Carbonyl Alpha-Substitution Reactions Explain carbonyl alpha-substitution reactions.
Class 15 Carbonyl Condensation Reactions Explain carbonyl condensation reactions.


John McMurry, Organic Chemistry, 8th Edition, First and Second Volumes, Tokyo Kagaku Dojin, 2013 (ISBN 978-4-8079-0809-7, 978-4-8079-0810-3)

Reference books, course materials, etc.

John McMurry, Organic Chemistry, 8th Edition, Third Volumes, Tokyo Kagaku Dojin, 2013 (ISBN 978-4-8079-0811-0)

Assessment criteria and methods

Drill: 20%
Examination: 80%

Related courses

  • MAT.P313 : Organic Synthetic Chemistry A-1
  • MAT.P314 : Organic Synthetic Chemistry A-2
  • MAT.P315 : Organic Synthetic Chemistry B

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

It is desired that students have taken Organic Synthetic Chemistry A-1, Organic Synthetic Chemistry A-2, and Organic Synthetic Chemistry B.

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