CARATTERIZZAZIONE STRUTTURALE DI MOLECOLE ORGANICHE
Academic Year 2018/2019 - 1° YearCredit Value: 6
Scientific field: CHIM/06 - Organic chemistry
Taught classes: 35 hours
Exercise: 12 hours
Term / Semester: 2°
Learning Objectives
Students will acquire qualifications and develop the methodologies for the interpretation of mass (MS), infrared (IR), ultraviolet-visible (UV-Vis) and nuclear magnetic resonance spectra (both 1D and 2D NMR). At the end of the course students will be able to carry out a complete structural elucidation of organic molecules, by applying the whole spectroscopic techniques studied.
Course Structure
The course will be structured with both frontal lessons and classworks.
Detailed Course Content
The course will consist of:
Intoduction on spectroscopic techniques.
Mass spectrometry: Introduction and Mass spectra analysis of the most common classes of organic compounds. Classworks.
Infrared spectroscopy: Introduction on the nature of IR spectroscopy. Absorption range and most common IR bands of organic moleucles. Classworks.
UV-Vis absorption spectroscopy: Introduction to UV-Vis spectroscopy and classificiation of UV absorption bands. Important UV chromophores. Classworks.
General Introduction to Nuclear Magnetic Resonance Spectroscopy: The physics of nuclear spins and instruments.
1H NMR: Chemical shift in 1H NMR. Spin-spin coupling. Analysis of 1H NMR. Classworks.
13C NMR: Shielding and characteristic chemical shifts in carbon spectra. Coupling and Decoupling in 13C NMR spectra. Classworks
1H NMR spectra in determining the structure of organic molecules: The effect of chirality. The Nuclear Overhauser Effect (NOE). Solvent-induced shifts. Classworks.
Dynamic processes in NMR: The NMR time-scale.
The 2D NMR: Homonuclear correlation spectroscopy. Analysis of 1H-1H COSY, 1H-1H-TOCSY, 1H-1H NOESY and ROESY. Heteronuclear correlation spectroscopy. Analysis of 1H-13C COSY (HETCOR) and longrange 1H-13C (HMBC) spectra. Classworks.
The NMR spectra of other-nuclei: 15N NMR, 19F NMR, 31P NMR spectra analysis.
Practice excercises.
Textbook Information
1) R.M. Silverstein, F.X. Webster e D.J. Kiemle, IDENTIFICAZIONE SPETTROSCOPICA DI COMPOSTI ORGANICI, Casa Editrice Ambrosiana (Milano)
2) L.D. Field, S. Sternhell, J.R. Kalman, ORGANIC STRUCTURES FROM SPECTRA, IV Edizione, John Wiley and Sons (Chichester New York Brisbane Toronto Singapore)
3) M. Hesse, H. Meier, B. Zeeh, METODI SPETTROSCOPICI IN CHIMICA ORGANICA, EdiSES (Napoli).
4) Digital learning material available at www.studium.unict.it