This lecture aims that the attendee understands:
1. radical substitution reaction and its reaction mechanism
2. nucleophilic substitution reaction and elimination reaction, and their reaction mechanisms
3. properties and synthesis of alcohol
4. hydride reagent and Grignard reagent
5. oxidation of alcohol
According to the curriculum policy of the Department of Chemistry, the lectures of organic chemistry are arranged from the elementary one to the applied or special ones so that the students can study entire organic chemistry systematically. This lecture positions the basics of organic chemistry after Basic Organic Chemistry. Therefore, the student who is going to study the series of lectures for organic chemistry is strongly recommended to attend this lecture.
In this lecture, radical substitution reaction, nucleophilic substitution reaction, and related reactions are discussed. These reactions are the most basic and therefore the most important organic reactions.
For the most students, this lecture is the first opportunity to study synthetic organic reaction. Although there are plenty of variations in synthetic organic chemistry, most of them follow the same style: the flow of electron pair from the nucleophile to the leaving group. Therefore, once the student acquires the flow of the electron pair, it is easy to understand organic chemistry even though there are so many organic reactions. Contrary, a student who has no image on the flow of the electron pair feels organic chemistry as very complicated subject that is very difficult to understand. In this lecture, the student is asked to acquire the flow of the electron pair thoroughly via some simple organic reactions. Once the student can correctly imagine the flow of the electron pair, the following lectures of organic chemistry can be easily understood. Several exercises are given in this lecture to make the attendee write the arrow of electron flow correctly.
Stereochemisty, which is held at 1st semester in 2nd grade, is the complement of this lecture.
The lecture is schedules as shown below. The corresponding chapter and section in Organic Chemistry, K. P. C. Vollhardt and N. E. Schore, is shown in parenthesis. This information may help home study. Handout will be provided for every lecture. Exercises will be carried out in the lecture, although students are asked to solve exercises shown in the textbook, Organic Chemistry, to follow the lecture.
１．Chemical bonding and reaction, activation energy (Chap. 1 and 2)
２．Radial halogenation, bond-dissociation energy (3-1, 3-3)
３．Selectivity in halogenation (3-5)
４．Structure and reactivity, forms in electron flow (3-6, 3-7, 3-8)
５．Nucleophilic substitution on hydrogen (6-3)
６．Nucleophilic substitution on carbon, SN2 reaction (6-2)
７．Nucleophile, leaving group, structure and reactivity (6-2, 6-4, 6-5, 6-7, 6-8, 6-9)
８．Solvolysis, SN1 reaction (7-2, 7-3, 7-4, 7-5)
９．Elimination reaction (7-6, 7-7, 7-8)
10．Property and synthesis of alcohol (8-2, 8-3, 8-5, 9-1)
11．Reduction of carbonyl compound (8-6)
12．Grignard reagent, oxidation of alcohol (8-6, 8-7, 8-8)
13．Syntheis and reaction of ether (9-6, 9-9)
The lecture is conducted by talking with handout. Exercise that reflects the contents of lecture is often conducted at the end of every lecture. Next lecture starts from the summary of the previous exercise to complement the insufficient points.
The attendee is evaluated by the regular examination. Since any material can be referred at the examination, the student is not asked to remember the detail of theory. Instead, the student is asked to use the theory correctly. The model answer will be open in dotCampus after evaluation so that the students can study more.
The exercise in the lecture is not for evaluation. Therefore, the student is not forced to submit the answer of exercise. The exercise is conducted for student to understand the level of understanding. Therefore, the student is asked to answer with much effort as possible.
Although the attendance is not necessary for credit, a student who does not attend the lecture hardly gets the credit.
Any question is accepted at any time at any place including lecture room and office. Mail to firstname.lastname@example.org is also accepted. Additional information will be found at http://www.chem.kanagawa-u.ac.jp/~kihara/class.html.