Organic Chemistry II and Laboratory
Academic Year 2024/2025 - Teacher: CARMELA BONACCORSOExpected Learning Outcomes
The course aims to provide the student with an advanced training in Organic Chemistry laboratory. 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 course, for the laboratory activities, aims to address the most common practices in the laboratory, particular attention will be paid to chromatographic techniques for isolating and purifying the products of synthesis and spectroscopic techniques for the characterization of organic structures. Among the main objectives there will be to recognize and correctly assemble laboratory glassware, depending on the experience to be carried out and the apparatus to be used. Finally, some basic knowledge will be imparted regarding the correct disposal of chemical products and waste accumulated during laboratory activity.
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.
· Know how to plan the synthesis of organic compounds and assemble laboratory glassware for the appropriate apparatus;
· Know how to isolate and structurally characterize an organic molecule using one or more instrumental techniques;
· Acquire experience on the methodologies and techniques of organic synthesis through the preparation of some products and their structural determination.
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 distinguish the different experimental techniques;
· Ability to distinguish the different laboratory instruments
Ability to apply knowledge:
· Ability to design a synthetic pathway suitable for obtaining a precise organic molecule;
· Ability to define the instrumentation required for the realization of the synthesis;
· 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 SLD
To guarantee equal opportunities and in compliance with the laws in force, interested students can request a personal interview in order to plan any compensatory measures, based on the educational objectives and specific needs.
In this case, it is advisable to contact the CInAP (Centre for Active and Participated Integration - Services for Disabilities and/or SLD) professor of the Department where the Degree Course is included.
Course Structure
Lectures and laboratory exercises.
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 (registration of attendance in the classroom and in the laboratory) with the exceptions established by the teaching regulations of the CdS.
It is necessary to exceed 70% of the scheduled hours to be able to take the exam. If this minimum number of hours is not reached for laboratoty activities, the student must pass a practical test before taking the ordinary exam.
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
Purification and characterization of organic compounds through chromathography techniques.
IR spectroscopy: applications to organic molecules.
UV-Vis spectroscopy: applications to organic molecules.
NMR spectroscopy, Fourier transform NMR, Screen effect, signal multiplicity, chemical shift, diamagnetic anisotropy, signal integration, coupling constants. 13C NMR spectroscopy.
List of Experiments:
Electrophilic aromatic substitution: p-nitroaniline synthesis (protecting groups).
Palladium catalyzed cross-coupling reaction: Suzuki reaction in water.
Characterization of the products obtained.
Textbook Information
L.M. Harwood, C.J. Moody, Experimental organic chemistry Ed. Wiley-Blackwell.
R.M. Silverstein, F.X. Webster, Identificazione Spettroscopica di Composti Organici, Ed Ambrosiana
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.
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.