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Course Unit Title Course Unit Code Type of Course Unit Level of Course Unit Year of Study Semester ECTS Credits
Organic Reaction Mechanism KIM318 Elective Bachelor's degree 3 Spring 5

Name of Lecturer(s)

Prof. Dr. Cavit UYANIK
Prof. Dr. Mehmet YILMAZ
Associate Prof. Dr. Selahaddin GÜNER
Associate Prof. Dr. Yeşim Saniye KARA
Assistant Prof. Dr. Sevinç İLKAR ERDAĞI

Learning Outcomes of the Course Unit

1) Understand molecular structure and reactivity, the first look at the general rules in writing Organic Reaction Mechanism
2) Gain information about structure and reactivity in nucleophilic substitution reactions, carbocations, nucleophiles, leaving groups, solvent effect, SN1 and SN2 reaction mechanisms, nucleophilic substitution on the carbonyl group
3) Gain information about structure and reactivity in elimination reactions, carbocations, nucleophiles, leaving groups, solvent effect, E1, E2 and E1cB reaction mechanisms, comparison of substitution and elimination
3) Select apropriate reagent and solvent
4) Learn electrophilic aromatic substitution reactions, halogenation, nitration, sulphonation, alkylation and acylation reaction mechanisms, ortho, meta and para directives, orientation of second and future substituents, nucleophilic aromatic substitution
5) Learn electrophilic addition reactions, alkene and alkyne chemistry, addition to dienes, stereochemistry of addition, stereoselectivity and regioselectivity, epoxidation, hydroboration, osmilation, ozonation, etc.
6) Understand nucleophilic addition reactions, addition of water and alcohol, semi-acetal and acetals, cyanohydrin, imine and enamine formation, hydrazine addition, conjugated nucleophile addition to alpha and beta-unsaturated aldehydes and ketones, addition of organometallic reagents, Grignard, Wittig etc.
7) Gain information about condensation reactions, aldol and cross-aldol reactions, Mannich reaction, Micheal reaction, Claisen, Perkin, Reformatsky, Stobbe, Dieckmann, Darzens, Knoevanagel reactions, enolates, conjugated addition to enolates
8) Learns rearrangement reactions, alkyl and aryl substitution on carbon, oxygen and nitrogen, Beckmann, Hofmann, Favorski, Baeyer-Villiger, Schmidt, benzilic acid reactions, hydride transfer, Cannizzarro, Meervwein-Ponndorrf-Verley reactions
10) Radikalik reaksiyonlar, radikal kararlılığı ve reaksiyon vermelerini analiz eder
11) Obtains basic knowledge through asymmetric synthesis
12) .Understand pericyclic reactions, Dies Alders additions
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Program Competencies-Learning Outcomes Relation

  Program Competencies
1 2 3 4 5 6 7 8 9 10 11 12
Learning Outcomes
1 No relation No relation No relation No relation No relation No relation High No relation No relation No relation No relation No relation
2 No relation No relation No relation No relation No relation No relation High No relation No relation No relation No relation No relation
3 No relation No relation No relation No relation No relation No relation High No relation No relation No relation No relation No relation
3 High High High High High High High High High High High High
4 No relation No relation No relation No relation No relation No relation High No relation No relation No relation No relation No relation
5 No relation No relation No relation No relation No relation No relation High No relation No relation No relation No relation No relation
6 No relation No relation No relation No relation No relation No relation High No relation No relation No relation No relation No relation
7 No relation No relation No relation No relation No relation No relation High No relation No relation No relation No relation No relation
8 No relation No relation No relation No relation No relation No relation High No relation No relation No relation No relation No relation
10 No relation No relation No relation No relation No relation No relation High No relation No relation No relation No relation No relation
11 No relation No relation No relation No relation No relation No relation High No relation No relation No relation No relation No relation
12 High High High High High High High High High High High High
14 No relation No relation No relation No relation No relation No relation No relation No relation No relation No relation No relation No relation
14 High High High High High High High High High High High High
14 No relation No relation No relation No relation No relation No relation No relation No relation No relation No relation No relation No relation
14 High High High High High High High High High High High High
15 No relation No relation No relation No relation No relation No relation No relation No relation No relation No relation No relation No relation
15 High High High High High High High High High High High High
15 No relation No relation No relation No relation No relation No relation No relation No relation No relation No relation No relation No relation
15 High High High High High High High High High High High High

Mode of Delivery

Face to Face

Prerequisites and Co-Requisites

None

Recommended Optional Programme Components

Organic Chemistry I, II

Course Contents

Introduction, nucleophilic substitution reaction, elimination, electrophilic aromatic substitution, electrophilic addition reactions, nucleophilic addition reactions, condensations reactions, rearrangement reactions, pericyclic reaction, free-radical reactions, and asymmetric synthesis

Weekly Schedule

1) INTRODUCTION, Molecular structure and reactivity, general rules in writing Organic Reaction Mechanism
2) NUCLEOPHILIC SUBSTITUTION, Structure and reactivity, carbocations, Nucleophiles, Leaving groups, Solvent effect, SN1 and SN2 Reaction Mechanisms
3) SN1 and SN2 Reaction Mechanisms, Nucleophilic substitution on carbonyl group, Examples and problems
4) ELIMINATION Structure and reactivity, carbocations, Nucleophiles, Leaving groups, Solvent effect, E1, E2 and E1cB Reaction Mechanisms,Comparison of substitution and elimination, examples and problems
5) ELECTROPHILIC AROMATIC SUBSTITUTION, Halogenation, nitration, sulphonation, alkylation and acylation reaction mechanisms
6) Ortho, meta and para guides, orientation of second and future substituents, Nucleophilic aromatic substitution, Benzene, Examples and problems
7) NUCLEOPHILIC ADDITION REACTIONS, Addition of water and alcohol; semi-acetal and acetals, cyanohydrin, imine and enamine formation, hydrazine addition, conjugated nucleophile addition to alpha and beta-unsaturated aldehydes and ketones
8) Addition of organometallic reagents, Grignard, Wittig etc. important reactions, examples and problems
9) ELECTROPHILIC ADDITION REACTIONS, Alkene and Alkyne chemistry, addition to dienes, Stereochemistry of addition, stereoselectivity and regioselectivity, Epoxidation, Hydroboration, Osmilation, Ozonation etc. important reactions, examples and problems
10) CONDENSATION REACTIONS, Aldol and cross-aldol reactions, Mannich reaction, Micheal reaction, Claisen, Perkin, Reformatsky, Stobbe, Dieckmann, Darzens, Knoevanagel reactions, Enolates, Conjugated addition to enolates, Examples and Problems
11) CONVERSION REACTIONS, Alkyl and aryl substitution on carbon, oxygen and nitrogen, Beckmann, Hofmann, Favorski, Baeyer-Villiger, Schmidt, benzilic acid reactions, Hydride transfer, Cannizzarro, Meervwein-Ponndorrf-Verley reactions, Examples and Problems
12) PERICYCLIC REACTIONS, Diels-Alder, Photochemical and thermal (2+2), 1,3-Dipolar additions, Sigmatropic and electrocyclic reactions, Examples and problems
13) RADICAL REACTIONS, Radical stability and reactions, Examples and problems
14) ASYMMETRIC SYNTHESIS, Asymmetric synthesis examples and problems

Recommended or Required Reading

1- Cavit UYANIK, Organik Kimya, 11. baski, Literatür, 2016
2- Robert B. Grossman,The Art of Writing Reasonable Organic Reaction Mechanisms, Springer,
3- G. Solomon, Organic Chemistry, 11th edition, Wiley, 2014

Planned Learning Activities and Teaching Methods

1) Lecture
2) Question-Answer
3) Discussion
4) Drill and Practice
5) Modelling
6) Modelling
7) Problem Solving


Assessment Methods and Criteria

Contribution of Midterm Examination to Course Grade

40%

Contribution of Final Examination to Course Grade

60%

Total

100%

Language of Instruction

English

Work Placement(s)

Not Required