CH437 Structure Determination and Comprehension of Organic Molecules

Instructor: 한순규 (Sunkyu Han, sunkyu.han@kaist.ac.kr)

Class: MW 13:00-14:30

Class Lecture Zoom ID: 421 775 5535

Class Lecture Zoom URL: https://kaist.zoom.us/j/4217755535

Website: synthesis.kaist.ac.kr/orgmol

Office Hours: Mon 14:30~16:00, Fri 13:30~15:00

Teaching Assistant: 정가람 (Garam Chung, garamchung@kaist.ac.kr)

Course Description:

-        Modern spectroscopic techniques used for structure elucidation of organic compounds and spectra data analysis techniques will be discussed.

-        Lectures on natural products biosynthesis and structure determination will be given at the end of the course.

-        This course is specifically designed for those who will be actually practicing the structure determination of organic molecules for his/her research project.

Textbook:

            -       Major contents of the course will be introduced via PPT lecture slides.

Supplementary Textbook:

-        Major contents of the course will be introduced via PPT lecture slides.

-        “Organic Structural Spectroscopy” International 2nd Edition, J. B. Lambert, S. Grone, H. F. Shurvell, D. A. Lightner, Pearson.

-        “Organic Structure Determination Using 2-D NMR Spectroscopy: A Problem-Based Approach” by Jeffrey H. Simpson (Textbook with many NMR problems.

-        “Organic Chemistry” 2nd Edition, J. Clayden, N. Greeves, S. Warren, Oxford

-        "Medicinal Natural Products: A Biosynthetic Approach" 3rd edition by Paul M. Dewick, Wiley 

Lecture Slides

Practice Problems & Past Exams

Grading Policy

Course Participation: 10

Midterm Exam: 45

Final Exam: 45

Exams Information

Midterm Exam

Date: Oct. 19, 2020

Time: 13:00 ~ 16:00

Venue: Building E6-4, room# 3130 + Zoom exam

Claim session: Oct. 26 in class

Final Exam

Date: Dec. 14, 2020

Time: 13:00 ~ 16:00

Venue: Building E6-4, room# 3130 + Zoom exam

Claim session: TBA

Course Schedule

Week

Date

Themes

Contents

1

08/31, 09/02

Introduction

Introduction to the course I

Introduction to the course II

2

09/07,09

NMR

Basic Principles of NMR I

Basic Principles of NMR II

3

09/14,16

1D NMR

NMR Chemical Shift, Determination of Stereochemistry in Proton NMR (Mosher Ester Analysis + CASA reagent), Introduction to Coupling Constants

4

09/21,23

1D NMR

Coupling Constants, Murata J-Based Method

5

09/28

1D NMR

Long Range, Second Order Coupling, NOE

No Class on 09/30 (추석)

6

10/05,07

2D NMR

2D NMR (COSY, HSQC, HMBC)

2D NMR (TOCSY, NOESY, DEPT, INADEQUATE)

7

10/12,14

2D NMR

2D NMR Problem Solving

2D NMR Unknown Structure Determination

8

10/19

Midterm Exam

Midterm exam on 10/19 (Mon) 13:00 ~ 16:00 pm

9

10/26,28

Mass Spec

Midterm Review + Claim Session

Mass Spec Instrumentation: Ionization

10

11/02,04

Mass Spec

Mass Spec Instrumentation: Application + Analyzer

Mass Spec Fragment Analysis I

11

11/09,11

Mass Spec

IR, X-ray, MicroED

Mass Spec Fragment Analysis II

IR, Practical X-ray analysis, MicroED in organic chemistry

12

11/16,18

Natural Products Biosynthesis

Natural Products Biosynthesis (NRPS) I

Natural Products Biosynthesis (NRPS) II

13

11/23,25

Natural Products Biosynthesis

Natural Products Biosynthesis (PKS)

Natural Products Biosynthesis (Terpenes + Alkaloids)

14

11/30, 12/02

Review

Review Sessions

15

12/07,09

Review

Review Sessions

16

12/14

Final Exam

Final exam on 12/14 (Mon) 13:00 ~ 16:00 pm