Organic Chemistry II and Laboratory

Academic Year 2024/2025 - Teacher: ANDREA PAPPALARDO

Expected Learning Outcomes

The course aims to provide the student with an advanced training in Organic Chemistry, particular attention will be paid to the chemical properties and reactivity of multifunctional compounds, organic compounds of biological relevance (carbohydrates, amino acids and peptides, lipids), and heterocyclic systems. Students will also acquire knowledge on advanced organic synthesis reactions, learning to develop simple synthetic sequences of polyfunctional organic compounds and to apply the principles of modern synthetic strategies: disconnection approaches, carbon-carbon bond formation, protection/deprotection of functional groups.

The specific objectives of the course are:

·        Know some important classes of organic compounds and their reactivity: enols and enolate anions, unsaturated alpha-beta carbonyl compounds, carbohydrates, amino acids and proteins, lipids, heterocyclic compounds, organometallic compounds.

·        Know the principles of advanced organic synthesis: pericyclic reactions, formation of new C-C bonds, protection/deprotection of functional groups.

Focusing on the Dublin Descriptors, this course aims to transfer the following transversal skills to the student:

Knowledge and understanding:

·        Inductive and deductive reasoning skills;

·        Ability to rationalize and predict the reactivity of organic molecules;

Ability to apply knowledge:

·        Ability to design a synthetic pathway suitable for obtaining a precise organic molecule;

·        Ability to identify the optimal reaction conditions for a given reaction.

Autonomy of judgment:

·        Critical reasoning skills;

·        Self-assessment of learning through interactions in the classroom with colleagues and with the teacher.

Communication skills:

·        Ability to describe in oral and written form, with proper technical language and terminology, one of the topics covered, using both power point presentations and the blackboard.


Information for students with disabilities and/or DSA

To guarantee equal opportunities and in compliance with current laws, interested students can request a personal interview in order to plan any compensatory and/or dispensatory measures, based on the educational objectives and specific needs.

Course Structure

Lectures.

If the teaching is taught in mixed or remote mode, the necessary variations may be introduced with respect to what was previously stated, in order to respect the program foreseen and reported in the Syllabus.

Required Prerequisites

The acquisition of the objectives relating to the following disciplines is required: General and Inorganic Chemistry, Organic Chemistry I

Attendance of Lessons

Attendance at courses is mandatory with the exceptions established by the teaching regulations of the CdS. 

If the lesson is given in a mixed or remote mode, the necessary changes with respect to what was previously stated may be introduced, in order to comply with the program envisaged and reported in the syllabus.

Detailed Course Content

Carbonyl α-substitution reaction

Carbonyl condensation reactions

Reazioni di condensazione dei composti carbonilici

Carbohydrates

Amino acids, peptides and protein

Lipids

Organometallic compounds and cross-coupling reaction

Heterocyclic systems

Pericyclic reactions

Textbook Information

P. Y. Bruice, Chimica Organica, Ed. EDISES 

W. H. Brown, Chimica Organica, Ed. EDISES 

B. Botta, Chimica Organica, Ed. Edi.Ermes

Course Planning

 SubjectsText References
1Carbonyl α-substitution reaction
2Carbonyl condensation reactions
3Carbohydrates
4Amino acids, peptides and proteins
5Lipids
6Organometallic compounds and cross-coupling reaction
7Heterocyclic systems
8Purification and characterization of organic compounds

Learning Assessment

Learning Assessment Procedures

The exam includes an oral test on all the contents of the course, including laboratory experiences.

All topics covered are considered essential for passing the exam.

For laboratory experiences, the student must submit detailed reports within 15 days of the exam date, which will also be evaluated during the exam.

Examples of frequently asked questions and / or exercises

Comment on the mechanism of reaction X

How are carbohydrates classified?

What is the difference between triglycerides and phospholipids?

What is the isoleelectric point? Describe the acid-base properties of amino acid X

Describe the reactivity of imines

Describe the reactivity of Heterocyclic compounds

What is a Cross-coupling reaction?

What is the symmetry of the molecular orbitals of butadiene?