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Second Semester 
Teaching style
Lingua Insegnamento

Informazioni aggiuntive

Course Curriculum CFU Length(h)
[60/58]  CHEMISTRY [58/10 - Ord. 2017]  CHIMICA 6 72


Knowledge and understanding: The course is aimed at teaching the student the common organic synthesis and analysis techniques.
Applying knowledge and understanding: The student will be able to perform organic synthesis, separate mixtures and identify their components by mean of spectroscopic techniques.
Making judgements: the student will learn to collect experimental data and elaborate them into an experimental report.
Communication: the student will learn to describe the experiments performed, also reporting personal comments.
Learning skills: the student will learn to organize the laboratory work and to solve operational problems.


The student should have successfully completed the General Chemistry and Organic Chemistry 1 exam


Identification of organic molecules by means of spectroscopic techniques: UV: electromagnetic spectrum and energy levels, organic chromophores (ethylenic, aromatic, carbonylic). IR: vibrational transitions, stretching and bending, and finger print region, functional group identification. NMR: principles of nuclear magnetic resonance (nuclear magnetic properties, chemical shift, signal multiplicity), diamagnetic anisotropy, vicinal and long-range coupling constants, Karplus equation, interpretation of 1H-NMR and 13C-NMR spectra (coupled and decoupled). MS: principles of mass spectrometry (sample introduction, ionization, fragmentation, spectrum recording), fragmentation rules (a- e b-cleavage), structural identification by mass spectra analysis. Thin layer and column chromatography. Separation of a mixture and identification of components by chemical tests and GC-MS. Extraction of plant pigments with the Soxhlet apparatus and their chromatographic separation. Synthesis of an ester (Dean-Stark apparatus). Simple and vacuum distillation. Synthesis of Autan. Synthesis of trans-stilbene. Cyclization of diethylmalonate. Sugars: reducing power and mutarotation. Use of polarimeter. Bibliographic research on wide use databases.

Teaching Methods

Laboratory (72 h).

Verification of learning

At the end of the course the student will present the laboratory reports of the performed experiments. Reports and lab performance will be evaluated by Tab 1 and 2.
Tab 1
28-30L: Reports correctly describe the experiment reporting personal comments. The form is correct and there are no part copied elsewhere. When relevant, reaction yields are reported.
25-27: Reports describe the experiment correctly enough with personal comments. The form is somehow uncorrected and there are no part copied elsewhere. Some yields are lacking.
22-24: Reports do not describe the experiment correctly, no personal comment. Some mistakes and some copied parts. Some yields are lacking.
18-21: Reports decribe superficially the experiments, no personal comments. Several mistakes and copied parts. All yields are lacking.
Tab 2
28-30L: The student performed all experiments carefully, understanding the meaning of every procedure, and working well in a team. The personal work bench was clean. The student showed interest and personal initiative.
25-27: The student performed all experiments carefully, understanding the meaning of some procedure, and working well enough in a team. The personal work bench was not always clean. The student showed moderate interest.
22-24: The student performed all experiments negligently, not understanding the meaning of some procedure, and satisfactorily working in a team. The personal work bench was sometimes clean. The student does not show any interest.
18-21: The experiments performed were affected by theoretical mistakes, due to insufficient knowledge of organic chemistry. The student was not able to work in a team. The work bench was often unclean.The student did not show any interest.

Test on the identification of an organic compound through the analysis of IR, NMR and MS spectra. The student should explain the procedure and uphold the spectral data. The test will be evaluated by Tab 3.
Tab 3
28-30L: The test is correct and well discussed; the reasoning is well described and concusions fully justified.
25-27: the test is correct but the steps are not clearly explained. The reasoning and the concusions are not fully justified.
22-24: the test shows some oversights and the steps reveal some mistake. The knowledge is adequate even if some error is present.
18-21: The test shows substantial errors and the steps are unclear. The knowledge is just enough.
Insuff: The test is wrong. Serious gaps in the preparation for the exam.

The arithmetic average of the marks 1, 2 and 3 will give the final mark (rounded up).


D. L. Pavia – Il laboratorio di Chimica Organica – Sorbona
M. D’Ischia – La Chimica Organica in Laboratorio – Piccin

More Information

Prof. Fattuoni: by appointment from Monday to Friday (email cfattuon@unica.it).

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