ADVANCED METHODS FOR STRUCTURAL CHARACTERIZATION

Chimica ADVANCED METHODS FOR STRUCTURAL CHARACTERIZATION

0522300039
DEPARTMENT OF CHEMISTRY AND BIOLOGY "ADOLFO ZAMBELLI"
EQF7
CHEMISTRY
2022/2023

OBBLIGATORIO
YEAR OF COURSE 1
YEAR OF DIDACTIC SYSTEM 2016
SPRING SEMESTER
CFUHOURSACTIVITY
432LESSONS
112EXERCISES
112LAB
ExamDate
APPELLO FEBBRAIO28/02/2023 - 10:00
Objectives
LEARNING OBJECTIVES: THIS COURSE FOCUSES ON ADVANCED SPECTROSCOPIC METHODS, SUCH AS BIDIMENSIONAL NMR,
CIRCULAR DICROISM, FLUORESCENCE SPECTROCOPY AND RAMAN SPECTROSCOPY AND HIGH-RESOLUTION MASS SPECTROMETRY. AT THE
END OF THE COURSE, THE STUDENT WILL KNOW THE ADVANCED SPECTROSCOPIC METHODS TO ABLE TO CARRY OUT THE STRUCTURAL
DETERMINATION OF ORGANIC MOLECULES WITH CONFIDENCE. IN ADDITION THE SCANNING ELECTRON MICROSCOPY, CRYO-ELECTRON
MICROSCOPY, TEM AND ATOMIC FORCE MICROSCOPY (AFM) WILL BE INTRODUCED.
Prerequisites
ORGANIC CHEMISTRY AND FUNDAMENTALS OF NMR SPECTROSCOPY AND MASS SPECTROMETRY
Contents
UV-VIS SPECTROSCOPY. INTERACTION BETWEEN LIGHT AND MATTER : THE LAW OF LIGHT ABSORPTION- UV-VIS SPECTROSCOPY- THE NATURE OF ELECTRONIC EXCITATIONS – SELECTION RULES. THE EFFECT OF CONJUGATION – THE EFFECT OF CONJUGATION ONALKENES, POLYENES - THE WOODWARD-FIESER RULES FOR DIENES –CARBONYL COMPOUNDS, ENONES. THE WOODWARD-FIESER RULES FOR AROMATIC COMPOUNDS: AND SUBSTITUTED AROMATIC COMPOUNDS. AROMATIC POLYCICLIC COMPOUNDS. TRAINING EXERCISES. (4 HOURS)

CHIROOPTICAL METHODS. OPTICAL ROTATORY DISPERSION THEORY AND APPLICATIONS. CIRCULAR DICROISM THEORY. THE OCTANT RULE. EXCITON CHIRALITY METHOD: PRINCIPLES AND APPLICATIONS. CIRCULAR DICHROISM OF PEPTIDES AND PROTEINS. (4 HOURS)

INTRODUCTION TO FLUORESCENCE SPECTROSCOPY, JABLONSKI DIAGRAM, KASHA'S RULE, STOKES' SHIFT, MIRROR IMAGE RULE, NON-RADIATIVE DECAY PROCESSES, VIBRATIONAL RELAXATION, INTERNAL CONVERSION AND INTERSYSTEM CONVERSION, FLUORESCENCE QUENCHING, QUANTUM YIELD AND LIFE TIME, EXCIMER AND EXCIPLEXES. FRET AND APPLICATIONS OF FRET. (4 HOURS)

IR SPECTROSCOPY. IR SPECTROSCOPY AND MOLECULAR MODE VIBRATIONS. INFRARED ABSORPTION PROCESS. HOOKE'S LAW CHARACTERISTIC INFRARED BANDS OF HYDROCARBONS: ALKANES, ALKENES, ALKYNES AND AROMATIC COMPOUNDS. CHARACTERISTIC INFRARED BANDS OF DIFFERENT ORGANIC FUNCTIONAL GROUPS: ALCOHOLS AND PHENOLS, ETHERS, AMINES, ALKYL AND ARYL HALIDES. CARBONYL COMPOUNDS, FACTORS INFLUENCE THE CABONYL GROUP, ALDELYDES, KETONES, CARBOXYLIC ACIDS, ESTERS, AMIDES,ACID CHLORIDES, ANHYDRIDES. NITRILES,.NITRO COMPOUNDS. TRAINING EXERCISES. (4 HOURS)


INTRODUCTION TO RAMAN SPECTROCOPY. PRINCIPLES. THE RAMAN EFFECT. THE RAMAN LINES AND RAMAN SHIFTS. THEORY OF RAMAN EFFECT.EFFECT OF VIBRATION AND POLARIZABILITY. (2 HOURS)

NMR. FUNDAMENTALS OF NMR THEORY. NUCLEAR SPIN STATES, NUCLEAR MAGNETIC MOMENTS, ABSORPATION OF ENERGY, THE MECHANISM OF ABSORPATION (RESONANCE), THE CHEMICAL SHIFT AND SHIELDING, CHEMICAL AND MAGNETIC EQUIVALENCE AND NON-EQUIVALENCE.
TWO-DIMENSIONAL NMR SPECTROSCOPY: COSY, HSQC, HMBC, INADEQUATE, NOESY, ROESY, EXSY. EXAMPLES OF STRUCTURE ELUCIDATION BY NMR SPECTROSCOPY. (12 HOURS)

HIGH RESOLUTION MASS SPECTROMETRY. IONIZATION PROCES AND IONIZATION ENERGY. ISOTOPIC COMPOSITION, MASS ACCURACY, ACCURATE MASS, ISOTOPIC DISTRIBUTION, ISOTOPIC PATTERN. SEPARATING IONS BY M/Z, BASIC PRINCIPLES. TYPES OF MASS ANALYZERS AND THEIR MODES OF OPERATION. ELECTRON IONIZATION ION SOURCES. BASICS OF CHEMICAL IONIZATION (CI). ATMOSPHERIC PRESSURE CHEMICAL IONIZATION (APCI). ATMOSPHERIC PRESSURE PHOTOIONZATION (APPI). ION SOURCES AND ION FROMATION IN FAB. MALDI. ESI. ANALYZER FOR HR MASS SPECTROMETRY: FT ICR AND ORBITRAP. (6 HOURS)


LABORATORY OF 2D NMR, SEM AND TEM, MASS SPECTROMETRY (12 H).

EXERCISES OF STRUCTURAL ELUCIDATION BY 2D NMR SPECTRA. IR, UV-VIS AND STRUCTURAL CHARACTERIZATION OF BIOMOLECULES BY VCD, CD AND TOCSY (12 HOURS).




Teaching Methods
TEACHING METHODS.
CLASSROOM LECTURES FOR A TOTAL OF 36 H.
LABORATORY EXPERIENCES OF NMR AND MASS SPECTROMETRY (12H).
TRAING EXERCISES IN CLASSROOM (12H) OF INTERPRETATION OF MR SPECTRAL DATA AND CALCULATION OF MAX USING WOODWARD-FIESER RULES IN THE UV SPECTRA OF ORGANIC COMPOUND.
Verification of learning
THE ACHIEVEMENT OF THE TEACHING OBJECTIVES SHALL BE CERTIFIED BY PASSING AN ORAL EXAMINATION. THE EXAM INCLUDES A FIRST PART IN WHICH THE STUDENT WILL DISCUSS IN THE PRESENCE OF THE TEACHER AN EXERCISE IN STRUCTURAL ELUCIDATION BY USING 2D NMR SPECTRA (COSY, HMQC AND HMBC AND NOESY) AND THE INTERPRETATION OF IR AND UV-VIS SPECTRA. TO THIS FIRST PART THE TEACHER WILL ASSIGN A MAXIMUM SCORE OF 24/30. A SECOND PART, CONSISTING OF AN INTERVIEW WITH QUESTIONS AND A DISCUSSION ON THE THEORETICAL AND METHODOLOGICAL CONTENT OF THE COURSE. THE TEACHER WILL ASSIGN ANOTHER SIX POINTS TO THIS PART, SO AS TO REACH THE MAXIMUM SCORE OF 30/30
Texts
1) SPECTROSCOPIC METHODS IN ORGANIC CHEMISTRY. MANFRED HESSE, HERBERT MEIER AND BERND ZEEH.
2) T.D.W. CLARIDGE, HIGH-RESOLUTION TECHNIQUES NMR IN ORGANIC CHEMISTRY,
PERGAMON, 1999.
3) A.E. DEROME, MODERN NMR TECHNIQUES FOR CHEMISTRY RESEARCH, PERGAMON
PRESS, 1987.
4)H. FRIEBOLIN, BASIC ONE- AND TWO-DIMENSIONAL NMR SPECTROSCOPY, VCH
PUBLISHERS, 1991.
5) J.K.M. SANDERS, B.K. HUNTER, MODERN NMR SPECTROSCOPY - A GUIDE FOR
CHEMISTS, 2ND EDITION, OXFORD UNIVERSITY PRESS, 1993.
6) E. BREITMAIER, W. VOELTER, CARBON-13 NMR SPECTROSCOPY, 3RD EDITION, VCH
PUBLISHERS, 1989.
7) ORGANIC SPECTROSCOPY. L. D. S. YADAV
More Information
COURSE SLIDES ARE AVAILABLE.

PROF. DR. CARMINE GAETA, CGAETA@UNISA.IT, 089969556
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