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2024　Organic Chemistry I(Alkanes, Alkenes, Alkynes) B

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Academic unit or major
Undergraduate major in Chemical Science and Engineering
Instructor(s)
Tanaka Katsunori  Ishizone Takashi 
Class Format
Lecture    (Face-to-face)
Media-enhanced courses
Day/Period(Room No.)
Mon3-4(S2-202(S223))  Wed3-4(S2-202(S223))  
Group
B
Course number
CAP.O201
Credits
2
Academic year
2024
Offered quarter
1Q
Syllabus updated
2024/3/14
Lecture notes updated
-
Language used
Japanese
Access Index

Course description and aims

[Summary of the course] This course is designed for students who want to learn organic chemistry systematically.
This lecture covers structure and bonding, polar covalent bonds, acids and bases, alkanes and cycloalkanes and their stereochemistry, stereochemical notation, overview of organic reactions, structure/reactivity/synthesis of alkenes, structure/reactivity/synthesis of alkynes, and retrosythetic analysis.
[Aim of the course]
Chemical bonding is a fundamental element of organic compounds. Alkanes and cycloalkanes are the basic backbone of organic molecules. Furthermore, unsaturated hydrocarbons are important organic compounds used as starting materials for various functional materials and physiologically active substances. Therefore, it is very important to understand their chemistry. In the first half of this class, we will understand bonding based on molecular orbitals. In addition, students will understand polarity, which is caused by electron polarization, and the properties of acids and bases that result from polarity. The functional groups that determine the properties of organic molecules will be reviewed. Finally, students will understand the nomenclature of saturated hydrocarbons (alkanes), consisting of chain and ring structures, and develop the ability to discuss their stereoisomers and conformations. In the second half of the course, students will understand the classification of organic reactions based on their reaction mechanisms. Then, the structures, reactions, and syntheses of alkenes and alkynes will be explained. Finally, students will gain a basic understanding of how to plan the synthesis of organic compounds by retrosynthetic analysis.

Student learning outcomes

Students will be able to acquire the following capabilities by taking this course.
(1) Ability to understand the covalent bond that is the basic element of organic chemistry.
(2) Ability to understand the polarity and acids and bases generated by the electronic bias.
(3) Ability to understand naming and conformation of the alkane.
(4) Ability to understand naming and conformation of the cycloalkane.
(5) Ability to understand stereochemistry and its notation.
(6) Ability to understand classification of reactions based on reaction mechanism.
(7) Ability to understand structure/reactivity/synthesis of alkenes.
(8) Ability to understand structure/reactivity/synthesis of alkynes
(9) Ability to understand properties and reactivity of conjugated compounds.
(10) Ability to plan the synthesis of organic compounds.

Keywords

Molecular orbital, mixed orbital, electronegativity, dipole moment, acid, base, alkane, isomer, stereo configuration, stereochemistry, radical reaction, polar reaction, addition reaction, transition state, activation energy, cis-trans isomerism, electrophilic addition reaction, Markovnikov rule, carbocation, elimination reaction, retrosynethetic analysis

Competencies that will be developed

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

Class flow

The first half of this lecture will cover (1) structure and bonding, (2) polar covalent bonds: acids and bases, (3) alkanes and their stereochemistry, (4) and cycloalkanes and their
(4) and cycloalkanes and their stereochemistry. In the middle of the course, students will do exercises to check their understanding and receive explanations. The second half of the course will be (1) Overview of organic reactions, (2) Alkenes, (3) Alkynes, (4) Conjugated compounds and introduction to organic reactions, and (5) Cycloalkanes and their stereochemistry. In the final class, students will be given exercises and explanations to check their understanding of the course.

Course schedule/Required learning

  Course schedule Required learning
Class 1 Structure and bonding Explain atomic structure and chemical bonding based on the concept of orbitals.
Class 2 Polar Covalent Bonds: Acids and Bases xplain molecular polarity and resonance, acids and bases.
Class 3 Organic molecules: Alkanes and Their Stereochemistry Explain functional groups. Furthermore, be able to explain the nomenclature, properties and stereochemistry of alkanes.
Class 4 Organic molecules: Cycloalkanes and their stereochemistry Explain nomenclature and properties of cycloalkanes
Class 5 Organic molecules: Cycloalkanes and their stereochemistry Explain nomenclature and properties of cycloalkanes
Class 6 Stereochemistry in Tetrahedral Centers Explain stereochemistry in tetrahedral centers.
Class 7 Exercises and explanations to check understanding Understand the contents of the first six lectures and be able to answer the exercises.
Class 8 Overview of organic reactions Classify organic reactions based on reaction mechanism
Class 9 Energy Diagram of Reactions Explain the energy of a reaction.
Class 10 Alkene Structures and Reactivity Explain alkene nomenclature and alkene reactivity
Class 11 Synthesis and reaction of alkenes (halogenation, hydration, hydrogenation) Explain the synthesis and reactions (halogenation, hydration, hydrogenation) of alkenes based on the reaction mechanism
Class 12 Reactions of alkenes (oxidation, carbene addition, hydrogenation) Explain reactions of alkenes (oxidation, carbene addition, hydrogenation) based on the reaction mechanism.
Class 13 Synthesis and reaction of alkynes, conjugated compounds Explain the synthesis and reaction of alkynes based on the reaction mechanism.
Class 14 Tests and explanations to check understanding Understand the contents of lectures 8 to 14 and answer the exercises.

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)

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

Reference books, course materials, etc.

Study Guide with Student Solutions Manual for McMurry's Organic Chemistry, 9th Edition(Cengage Learning) ISBN-13: 978-1305080485

Assessment criteria and methods

In-person written test not to be brought in

Related courses

  • LAS.C103 ： Basic Organic Chemistry

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

The condition of the study will not be made.

Other

A and B are for the students in Classes 1,2 and 3,4, respectively.

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