SPECTROSCOPIC METHODS IN ORGANIC CHEMISTRY
METODI FISICI IN CHIMICA ORGANICA
|Lecturer||Office hours for students|
|Gianfranco Favi||from Monday to Friday after fixing an appointment by phone (0722 303444) or email|
|Teaching in foreign languages|
Course with optional materials in a foreign language
This course is entirely taught in Italian. Study materials can be provided in the foreign language and the final exam can be taken in the foreign language.
Assigned to the Degree Course
|Date||Time||Classroom / Location|
|Date||Time||Classroom / Location|
The aim of the course is to give the basic knowledge to assign the structural formula of unknown organic compound through the combined IR, 1H and 13C-NMR, and Mass analysis.
Elemental composition and molecular formula
- Elemental analysis
- Mass spectrometry: Introduction and theory, the mass spectrum, recognition of the molecular ion peak, fragmentation, rearrangements
- degree of unsaturation
Relations between the atoms of the organic molecules
- 1H-NMR Spectrometry: Introduction and theory, chemical shift, spin-spin coupling, equivalence, coupling constants, spin systems, long-range coupling, spin decoupling
- 13C-NMR Spectrometry: chemical shift, off-resonance spectra, DEPT e APT
- NMR-2D Spectrometry: 1H-1H COSY correlation, 1H-13C HETCOR correlation and HMQC, HMBC, 13C-13C INADEQUATE correlation
Identification of the main functional groups of organic substances
- IR Spectrometry
Successfully passed the organic chemistry I, analytical chemistry and analysis of drugs I and physics with elements of mathematics exams
Learning Achievements (Dublin Descriptors)
D1- KNOWLEDGE AND UNDERSTANDING- The student must show the possession of basic knowledge of modern methods of spectroscopic investigation as well as the understanding of the fundamental characteristics of the spectra provided by each substance (NMR, IR and Mass). These skills will be assessed both through the written and oral exams.
D2-APPLYING KNOWLEDGE AND UNDERSTANDING- The student must show the ability to apply the knowledge, and the ability to identify the presence of molecular fragments of varying complexity in order to define how these fragments are linked together, through the combined analysis of spectra obtained with the various techniques as well as the simulation of the spectra given a certain molecular structure.These skills will be assessed through both the written and oral exams.
D3-AUTONOMY OF JUDGMENT- The student must be able to focus attention on a specific structural problem, and decide which methods are most useful to solve it. These skills will be assessed during the oral exam through targeted oral application questions.
D4-COMMUNICATION- The student must be able to clearly communicate the knowledge and the ability to interpret the various spectra to specialists and not. These skills will be assessed both through the written and oral exams.
D5-LIFELONG LEARNING SKILLS- The student, at the end of the course, will have developed a good autonomy for the identification of the structures of unknown organic molecules. This skill, as far as possible, will be stimulated by the teacher by proposing insights and providing exercises to be discussed/solved during the course.
The teaching material prepared by the lecturer in addition to recommended textbooks (such as for instance slides, lecture notes, exercises, bibliography) and communications from the lecturer specific to the course can be found inside the Moodle platform › blended.uniurb.it
Teaching, Attendance, Course Books and Assessment
The course includes:
- frontal lessons - participated individual/group lessons - participated lessons in which the "case studies" presented by the teacher will be discussed.
- Innovative teaching methods
The frontal teaching method will be enriched with individual and group exercises, tests and insight that students will carry out using the University Moodle platform. Some topics of the course will be treated following the practice of the "flipped lesson".
To better benefit from the lessons is necessary to have passed the exams of Organic Chemistry I and II.
- Course books
- lesson slides
- reference textbook: - Robert M. Silverstein, Francis X. Webster; David J. Kiemle, David L. Bryce; "Spectrometric Identification of Organic Compounds" 8th Edition, Wiley, Ambrosiana Ed.
- reference textbook for exercises: - A. Randazzo; "Practical Guide to the Interpretation of NMR Spectra_Exercises for the structural determination of small organic molecules", Loghia Ed.
The achievement of the learning results will be verified through an oral examination preceded by a written test as it is intended to ascertain the possession of basic knowledge relating to modern methods of spectroscopic investigation; the interpretative ability of the various NMR, IR and Mass spectra for the identification of the structures of unknown organic molecules as well as the simulation of the spectra of new molecules; the ability to identify suitable instrumental techniques related to the resolution of synthetic problems.
The written exam consists in solving an exercise drawn up according to typologies similar to those carried out in the classroom by the professor (given the NMR, IR and Mass spectra of an unknown compound, determine its structure). The evaluation of the written exam is formulated by a judgment: excellent, good, fair, sufficient or insufficient. The duration of the written exam is 1.5 hours.
The oral exam is reserved for students who have achieved an excellent, good, fair or sufficient score in the written exam, and consists in the simulation of the spectra given the structure of a compound (inverse process of the written one) together with theory questions in line with what exposed in class by the professor.
The final assessment, which takes into account the results of the written and oral examinations, is expressed out of thirty and reflects the overall evaluation of the student.
The frequency at lectures and exercises is strongly recommended
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