Course title
有機化学Ⅳ   [Organic ChemistryⅣ]
Course category	technology speciality courses,ets.	Requirement		Credit	2
Department		Year	2～4	Semester	Fall
Course type	Fall	Course code	022319
Instructor(s)
岡本 昭子   [OKAMOTO Akiko]
Facility affiliation	Faculty of Engineering	Office		Email address

Course description

Organic Chemistry IV is situated as the forth lecture in the series of organic chemistry related lectures and exercises. The lecture will be started from the serial theme of Organic chemistry III. The target compounds are aromatic compounds, aldehyde, ketone, carboxylic acid, and carboxylic acid derivatives. The lecture will focus on the nomenclature, structures, chemical/physical features, synthetic procedures and reaction. You will understand structures and chemical features of carbonyl compounds and aromatic ones and learn the transformation reaction and the relative reactivity.

Expected Learning

The level of educational achievement About carbonyl compounds, carboxylic acid derivatives, aromatic compounds, non-conjugated- and conjugated multiple bonds: 1) You can draw the structure by systematic nomenclature 2) You can speculate the plausible reaction from the combination of the substrate with reagents. 3) You can explain the molecular transformation reaction behavior such as 2) with reaction equations, arrows indicated electron transfer, resonance equations, and so on.

Course schedule

There is possibility of changing of the theme, however the outline is scheduled as follows: First half: 1) Chemistry of aldehyde and ketone 1 (chapter 17) Nomenclature, chemical/physical features, synthetic procedures (oxidation etc…), and overview of addition reaction of carbonyl group. 2) Chemistry of aldehyde and ketone 2 (chapter 17) Reaction (hydration, formation of acetal, imine, enamine etc…). 3) Chemistry of aldehyde and ketone 3 (chapter 17) Reaction (Clemmensen reduction, Wolff-Kishner reduction, cyanohydrin etc…). 4) Chemistry of aldehyde and ketone 4 (chapter 17) Reaction (Wittig reaction, Baeyer-Villiger reaction etc…). 5) Examination-1 (lectures 1-4) 6) Chemistry of carboxylic acid 1 (Chapter 19) Nomenclature, chemical/physical features, synthetic procedures (oxidation etc…), and overview of addition reaction of carbonyl group. 7) Chemistry of carboxylic acid 2 (Chapter 19) Transformation reaction of carboxylic acid to carboxylic acid derivatives (alkanoyl halide, acid anhydride, ester, amide etc…) 8) Chemistry of carboxylic acid derivatives 1 (Chapter 20) Nomenclature (alkanoyl halide, acid anhydride, and ester), chemical/physical features, and reaction. 9) Chemistry of carboxylic acid derivatives 2 (Chapter 20) Nomenclature (ester, amide, and nitrile), chemical/physical features, and reaction. 10) Examination-2 (lectures 6-9) 11) Chemistry of enol and enolate 1 (Chapter 18) Formation of enol and enolate. Reaction of enol and enolate with electrophiles (halogenation and alkylation). 12) Chemistry of enol and enolate 2 (Chapter 18) Aldol condensation (reaction mechanism, cross-aldol condensation, and intramolecular aldol condensation) 13) Chemistry of enol and enolate 3 (Chapter 18) Features and reaction of alpha,beta-unsaturated aldehyde and ketone (Conjugation addition, Michael addition, and Robinson annulation) 14) Chemistry of ester enolate (Chapter 23) Claisen condensation (reaction mechanism, mixed Claisen condensation, and Dieckmann condensation) 15) Chemistry of beta-dicarbanyl compounds (Chapter 23) Synthetic strategies of methyl ketones and carboxylic acids by using of beta-dicarbanyl compounds as synthetic intermediates. Alkanoyl anion equivalents. The second half: combined problems of aromatic compounds and carbonyl molecules will be dealt.

Prerequisites

Organic chemistry I-III and Exercise in Organi chemistry I: Acquisition of academic credits and possession of the ability more than the same level.

Required Text(s) and Materials

Organic Chemistry -Structure and Function- sixth edition (K. P. C. Vollhardt and N. E. Schore)

References

Assessment/Grading

Attendance (10%)+two examinations before examination term (30%+30%)+final exam (30%). (There is the possibility of changing the method depending on students.)

Message from instructor(s)

Carbonyl compounds and aromatic ones show various reactivities in all of organic compounds. Grasp a whole of organic reaction by analyze the reaction on the basis of electronic theory. Report as homework given by instructor will help you to understand the concepts, keywords of the theme.

Course keywords

Carbonyl compound, aldehyde, ketone, carboxylic acid, carboxylic acid derivatives, aromatic compounds

Office hours

As a general rule, one hour after the lecture (only attendees of the lecture). If the instructor is in the office, you can visit the instructor anytime (The instructor recommends you to make an appointment).

Remarks 1

Remarks 2

Related URL

Lecture Language

Japanese

Language Subject

English

Last update

7/30/2018 3:05:18 PM