1008456 - CHIMICA ORGANICA II E LABORATORIO A - L
Module 1008458 - MODULO 2

The course aims to provide information on basic topics in experimental organic chemistry, with particular attention to the most common practices in the laboratory. The module aims to provide the student with the tools for understanding both chemical reactivity and strategies for isolating and characterizing organic molecules. Define the molecular structure of a synthesized molecule, or of an unknown molecule will be one of the main objectives of the course. Furthermore, one of the main objectives will be to recognize and correctly assemble the laboratory glassware, according to the experience to be carried out. Some basic knowledge will also be imparted on the proper disposal of chemicals and waste accumulated during laboratory activities.

The specific training objectives of the module are:

·         How to organize and assemble the laboratory glassware for the realization of a synthesis;

·         How to characterize an organic molecule using one or more instrumental techniques;

·         How to interpret spectroscopic data in order to trace the identity of an organic molecule

·         Acquire experience on the methodologies and techniques of organic synthesis through the preparation of some products and their structural characterization.

With reference to 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.

Frontal lectures.

Laboratory experiments. Use of spectroscopic analysis (UV-Vis; IR, 1H-, 13C-NMR) for the characterization of the synthesized compounds.

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

Basic concepts of General and Organic Chemistry

Attendance at courses is compulsory (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. In the event that this minimum number of hours is not reached, 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.

Introduction to common characterization techniques such as: ¹H - and ¹³C-NMR, IR, UV-Vis, GC and HPLC.

List of Experiments:

    Electrophilic aromatic substitution: p-nitroaniline synthesis (protecting groups).

    Multistep synthesis: preparation of a local anesthetic (benzocaine): nucleophilic acyl substitution.

    Synthesis of Dibenzalacetone: Claisen-Schmidt condensation.

Isolation, purification and characterization of the products obtained in the single experiments by means of: melting point, UV-Vis, IR, ¹H- and ¹³C-NMR.

- D.L. Pavia, G.M. Lampman, G.S. Kriz “Il Laboratorio di Chimica Organica” Ed. Sorbona;

- L.M. Harwood, C.J. Moody “Experimental organic chemistry” Ed. Wiley-Blackwell.

- R.M. Silverstein, F.X. Webster, Identificazione Spettroscopica di Composti Organici, Ambrosiana.