[Summary of the course] In this course, stereochemistry in the tetrahedron center, synthesis of organic halides and reactions, nucleophilic substitution and elimination reactions of alkyl halides will be explained for the students who studied Organic Chemistry I
(Alkanes) (Chemical Science and Engineering) and Organic Chemistry II (Alkenes).
[Aim of the course] Aromatic compounds are the compound group found widely in bioactive substances or an organic materials, and it is extremely important to understand their properties, reactions, and synthesis. First, students understand the mechanism, substituent effect, and synthetic use of halogenation, nitration, Friedel-Crafts, and electrophilic substitution reactions of aromatic compounds. Next, students understand the property, synthesis, and reactions of alcohols/phenols, ethers/epoxides, thiols/sulfides.
By the end of this course, students acquire the following abilities:
(1) Ability to explain the properties and reactivity of aromatic compounds, such as benzene.
(2) Ability to explain the properties and reactivity of alcohols and phenols, which are the compounds containing oxygen atoms.
(3) Ability to explain the properties and reactivity of thiols and sulfides, which are the compounds containing sulfur atoms.
(4) Ability to draw up a synthetic plan of a target compound, based on (1), (2), and (3) above.
Benzene, aromaticity, electrophilic aromatic substitution, oxidation, reduction, alcohols, phenols, ethers, epoxides, thiols, sulfides
|✔ Specialist skills||Intercultural skills||Communication skills||Critical thinking skills||✔ Practical and/or problem-solving skills|
This course will proceed in the following order: (1) the property of the compounds indicating the aromaticity, (2) electrophilic aromatic substitution reactions (appearance of reactivity and regioselectivity by the reaction mechanism / substituent effect), (3) properties, reactivity, and synthesis of alcohols / phenols / ethers / epoxides, (4) properties, reactivity, and synthesis of thiols / sulfides. In the last day, practice problems and interpretation of them will be carried out to check the level of understanding.
|Course schedule||Required learning|
|Class 1||Benzene and aromaticity||Explain an enantiomer and optical activity.|
|Class 2||Chemistry of benzene: Electrophilic aromatic substitution||Explain electrophilic aromatic substitution reactions.|
|Class 3||Chemistry of benzene: Oxidation and reduction of aromatic compounds||Explain oxidation and reduction of aromatic compounds.|
|Class 4||Alcohols and phenols: Property and synthesis||Explain property and synthesis of alcohols and phenols.|
|Class 5||Alcohols and phenols: reaction||Explain reactions of alcohols and phenols.|
|Class 6||Ethers and epoxides, and thiols and sulfides||Explain property, synthesis, and reactions of ethers and epoxides, and thiols and sulfides.|
|Class 7||Practice problems and interpretation for confirming the level of understanding||Solve practice problems by accurate understanding of the above all lectures.|
McMurry Organic Chemistry, international edition of 8th revised edition (Cengage Learning) ISBN-13: 978-0840054531
Study Guide with Student Solutions Manual for McMurry's Organic Chemistry, 9th Edition (Cengage Learning) ISBN-13: 978-1305080485
Practice problems and interpretation for confirming the level of understanding (85%), level of class participation (15%) (The level of class participation will be calculated by discussion, small examination and so on in the lecture.)
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), and Organic Chemistry III (Aromatic Compounds).
saito.r[at]cap.mac.titech.ac.jp (Reiko Saito）
Make a reservation by an e-mail in advance.