2020 Structural Organic Chemistry

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Academic unit or major
Undergraduate major in Chemistry
Instructor(s)
Kudo Fumitaka  Takaya Jun  Toyota Shinji 
Course component(s)
Lecture
Mode of instruction
ZOOM
Day/Period(Room No.)
Mon5-6(H111)  Thr5-6(H111)  
Group
-
Course number
CHM.D332
Credits
2
Academic year
2020
Offered quarter
3Q
Syllabus updated
2020/9/18
Lecture notes updated
-
Language used
Japanese
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Course description and aims

This course focuses on structures of organic compounds, and covers NMR spectral analysis, Mass spectral analysis, and related spectroscopy to determine organic structures. Furthermore, the concept of stereoelectronic effects is introduced to understand conformation of organic molecules and reactivity.

Fundamental understanding of the structure of organic compounds helps students describe organic chemical reactions as well as behavior of organic molecules in nature. Thus, students need to acquire general knowledge on spectral analysis of 1H-NMR, 13C-NMR, 2D-NMR, Mass Spectrometry, Infrared Spectroscopy and Ultraviolet–Visible Spectroscopy to determine the structure of organic compounds. In addition, the concept of stereoelectronic effects will be learned to understand conformation of organic molecules and reactivity in detail.

Student learning outcomes

By the end of this course, students will be able to:
1) Interpret 1H NMR, 13C NMR and 2D NMR of organic molecules to determine the structure
2) Interpret mass spectrometry of organic molecules
3) Account for characteristic organic structure and reactivity based on stereoelectronic effects

Keywords

NMR, Mass Spectrometry, Infrared Spectroscopy, Ultraviolet–Visible Spectroscopy, Stereoelectronic Effects, Stereochemistry, Heavier Typical Elements

Competencies that will be developed

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

Class flow

In the first 10~15 minutes, the lecturer shows solutions for homework, and subsequently teaches main topics according to the course schedule. Then, students solve several exercise problems. In the last 10 minutes, commentary for the solution guide for the exercise problems is provided.

Course schedule/Required learning

  Course schedule Required learning
Class 1 Mass Spectrometry: Introduction and Instrument Solve related exercise problems. The lecturer provides homework.
Class 2 Mass Spectrometry: Mass Spectral Interpretation Solve related exercise problems. The lecturer provides homework.
Class 3 Nuclear Magnetic Resonance Spectroscopy: Introduction and 1H NMR (Chemical Shift) Solve related exercise problems. The lecturer provides homework.
Class 4 Infrared Spectroscopy, Ultraviolet–Visible Spectroscopy Solve related exercise problems. The lecturer provides homework.
Class 5 Nuclear Magnetic Resonance Spectroscopy: 1H NMR (Spin-Spin Coupling) Solve related exercise problems. The lecturer provides homework.
Class 6 Stereoelectronic Effects: The Electronic Basis Solve related exercise problems. The lecturer provides homework.
Class 7 Nuclear Magnetic Resonance Spectroscopy: 13C NMR Solve related exercise problems. The lecturer provides homework.
Class 8 Stereoelectronic Effects: Effects on Conformation Solve related exercise problems. The lecturer provides homework.
Class 9 Nuclear Magnetic Resonance Spectroscopy: Exercises of Structure Determination I Solve related exercise problems. The lecturer provides homework.
Class 10 Stereoelectronic Effects: Effects on Reactivity: Additions and Eliminations Solve related exercise problems. The lecturer provides homework.
Class 11 Nuclear Magnetic Resonance Spectroscopy: 2D NMR Solve related exercise problems. The lecturer provides homework.
Class 12 Stereoelectronic Effects: Effects on Reactivity: Rearrangements, Stereoelectronic Effects: Effects on Reactivity: Rearrangements, Fragmentations, and Radical Reactions Solve related exercise problems. The lecturer provides homework.
Class 13 Nuclear Magnetic Resonance Spectroscopy: Chemical Exchange and Stereochemistry, Exercises of Structure Determination II Solve related exercise problems. The lecturer provides homework.
Class 14 Heavier Typical Elements: Structure and Reactivity Solve related exercise problems. The lecturer provides homework.

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.

Textbook(s)

Course materials are provided during class.

Reference books, course materials, etc.

Spectrometric Identification of Organic Compounds (Wiley)
Course materials will be provided via OCW-i

Assessment criteria and methods

Exercise problems including homework in each class (20%) and final exam (80%)

Related courses

  • CHM.D201 : Organic Chemistry I
  • CHM.D202 : Organic Chemistry II
  • CHM.D301 : Organic Chemistry III
  • CHM.D205 : Laboratory Course in Basic Organic Chemistry
  • CHM.D305 : Laboratory Course in Advanced Organic Chemistry

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

No prerequisites are necessary, but enrollment in the related courses is desirable.

Office hours

Students may approach the instructors at the end of class or contact by e-mail in advance to schedule an appointment.

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