Advanced Physics Methods in Organic Chemistry
A.Y. 2018/2019
Learning objectives
The course provides to the students the skills for the structural and conformational characterization of organic compounds, through the application of nuclear magnetic resonance and mass spectrometry.
Expected learning outcomes
The course provides to the students an advanced knowledge of NMR and mass spectroscopy, including the following topics:
· Application of one-dimensional NMR spectroscopy to molecules., in particular
· Pulsed experiments.
· Principles of 2D homo- and hetero-nuclear NMR spectroscopy
· Application of mass spectroscopy to organic molecules.
Eventually, students will be able to interpret mono and two-dimensional NMR spectra (1H-NMR and 13C-NMR) and mass spectra of organic molecules.
· Application of one-dimensional NMR spectroscopy to molecules., in particular
· Pulsed experiments.
· Principles of 2D homo- and hetero-nuclear NMR spectroscopy
· Application of mass spectroscopy to organic molecules.
Eventually, students will be able to interpret mono and two-dimensional NMR spectra (1H-NMR and 13C-NMR) and mass spectra of organic molecules.
Lesson period: First semester
Assessment methods: Esame
Assessment result: voto verbalizzato in trentesimi
Single course
This course cannot be attended as a single course. Please check our list of single courses to find the ones available for enrolment.
Course syllabus and organization
Single session
Responsible
Lesson period
First semester
Course syllabus
Goals
The course provides to the students the skills for the structural and conformational characterization of organic compounds, through the application of nuclear magnetic resonance and mass spectrometry.
acquired skills
The course provides to the students an advanced knowledge of NMR and mass spectroscopy, including the following topics:
· Application of one-dimensional NMR spectroscopy to molecules., in particular
· Pulsed experiments.
· Principles of 2D homo- and hetero-nuclear NMR spectroscopy
· Application of mass spectroscopy to organic molecules.
Eventually, students will be able to interpret mono and two-dimensional NMR spectra (1H-NMR and 13C-NMR) and mass spectra of organic molecules.
Course content
Nuclear Magnetic Resonance spectroscopy
Description of the technique and of spectral parameters:
· chemical shift and factors causing the variation of chemical shifts
· coupling constants and signal multiplicity. Origin of splitting.
· NMR applied to hetero-nuclei and their peculiarities in the observation of the NMR spectra
Homo- and hetero nuclear decoupling. Relaxation times. Nuclear effect Overhauser (nOe). Dynamic spectroscopy.
Pulse experiment: the spin echo experiment as an introduction to one-dimensional pulsed sequences.
13C-NMR spectroscopy. One-dimensional experiments (1D) with complex pulse sequences: JMOD, INEPT, DEPT.
Multidimensional spectroscopy. The NMR experiment in two dimensions (2D). Homonuclear experiments: COSY, TOCSY, and NOESY. Heteronuclear experiments: 1H-13C HSQC.
Applications of Nuclear Magnetic Resonance to the conformational analysis of organic molecules.
Interpretation of 1H and 13C-NMR spectra.
Mass spectrometry
Description of the technique and of the instrumentation. Use of mass spectrometry in the structural determination of organic molecules. Insights in the main types of ions, in the factors influencing the fragmentation of ions and in the types of fragments. Fragmentation in the main classes of organic substances. Insights in the use of different types of instrumentats for the study of different classes of molecules.
Mass spectrometry combined with chromatography.
Classroom exercises for the structural determination of unknown molecules through the interpretation of NMR and mass spectra.
Suggested prerequisites
Organic chemistry
Basic Course on Nuclear Magnetic Resonance and Mass Spectrometry
Reference material
R. M. Silverstein, F. Webster, "Identificazione Spettroscopica di Composti Organici", Casa Editrice Ambrosiana, Milano.
H. Friebolin, Basic One- and Two-Dimensional NMR Spectroscopy, VCM.
M E. Rose,R. A. W. Johnstone, Mass Spectroscopy for Chemists and Biochemists, Cambridge University Press.
Prerequisites
Nuclear Magnetic Resonance basic knowledge: 1H and 13C NMR
Assessment method
The Assessment is a written test: it is composed by two parts, one theoretical and one applicative. To pass, both parts must be evaluated positively. The theoretical part includes questions on the topics developed in the course, to assess the student's knowledge on the theoretical aspects of the subject.
In the applicative part, the student has to analyze a set of 1H and 13C NMR spectra (mono and bidimensional) obtained from an unknown compound and / or a known structure. Furthermore, in the practical part, fragmentation peaks in a mass spectrum of simple organic molecules should be analyzed.
Language of instruction
Italian
Attendance Policy:
Strongly suggested
Mode of teaching:
Lectures and exercises
The course provides to the students the skills for the structural and conformational characterization of organic compounds, through the application of nuclear magnetic resonance and mass spectrometry.
acquired skills
The course provides to the students an advanced knowledge of NMR and mass spectroscopy, including the following topics:
· Application of one-dimensional NMR spectroscopy to molecules., in particular
· Pulsed experiments.
· Principles of 2D homo- and hetero-nuclear NMR spectroscopy
· Application of mass spectroscopy to organic molecules.
Eventually, students will be able to interpret mono and two-dimensional NMR spectra (1H-NMR and 13C-NMR) and mass spectra of organic molecules.
Course content
Nuclear Magnetic Resonance spectroscopy
Description of the technique and of spectral parameters:
· chemical shift and factors causing the variation of chemical shifts
· coupling constants and signal multiplicity. Origin of splitting.
· NMR applied to hetero-nuclei and their peculiarities in the observation of the NMR spectra
Homo- and hetero nuclear decoupling. Relaxation times. Nuclear effect Overhauser (nOe). Dynamic spectroscopy.
Pulse experiment: the spin echo experiment as an introduction to one-dimensional pulsed sequences.
13C-NMR spectroscopy. One-dimensional experiments (1D) with complex pulse sequences: JMOD, INEPT, DEPT.
Multidimensional spectroscopy. The NMR experiment in two dimensions (2D). Homonuclear experiments: COSY, TOCSY, and NOESY. Heteronuclear experiments: 1H-13C HSQC.
Applications of Nuclear Magnetic Resonance to the conformational analysis of organic molecules.
Interpretation of 1H and 13C-NMR spectra.
Mass spectrometry
Description of the technique and of the instrumentation. Use of mass spectrometry in the structural determination of organic molecules. Insights in the main types of ions, in the factors influencing the fragmentation of ions and in the types of fragments. Fragmentation in the main classes of organic substances. Insights in the use of different types of instrumentats for the study of different classes of molecules.
Mass spectrometry combined with chromatography.
Classroom exercises for the structural determination of unknown molecules through the interpretation of NMR and mass spectra.
Suggested prerequisites
Organic chemistry
Basic Course on Nuclear Magnetic Resonance and Mass Spectrometry
Reference material
R. M. Silverstein, F. Webster, "Identificazione Spettroscopica di Composti Organici", Casa Editrice Ambrosiana, Milano.
H. Friebolin, Basic One- and Two-Dimensional NMR Spectroscopy, VCM.
M E. Rose,R. A. W. Johnstone, Mass Spectroscopy for Chemists and Biochemists, Cambridge University Press.
Prerequisites
Nuclear Magnetic Resonance basic knowledge: 1H and 13C NMR
Assessment method
The Assessment is a written test: it is composed by two parts, one theoretical and one applicative. To pass, both parts must be evaluated positively. The theoretical part includes questions on the topics developed in the course, to assess the student's knowledge on the theoretical aspects of the subject.
In the applicative part, the student has to analyze a set of 1H and 13C NMR spectra (mono and bidimensional) obtained from an unknown compound and / or a known structure. Furthermore, in the practical part, fragmentation peaks in a mass spectrum of simple organic molecules should be analyzed.
Language of instruction
Italian
Attendance Policy:
Strongly suggested
Mode of teaching:
Lectures and exercises
Professor(s)