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Course unit
APPLIED ORGANIC CHEMISTRY
SCP3049516, A.A. 2017/18
Information concerning the students who enrolled in A.Y. 2015/16
ECTS: details
Type |
Scientific-Disciplinary Sector |
Credits allocated |
Core courses |
CHIM/04 |
Industrial Chemistry |
1.0 |
Core courses |
CHIM/06 |
Organic Chemistry |
5.0 |
Mode of delivery (when and how)
Period |
Second semester |
Year |
3rd Year |
Teaching method |
frontal |
Organisation of didactics
Type of hours |
Credits |
Hours of teaching |
Hours of Individual study |
Shifts |
Laboratory |
1.0 |
12 |
13.0 |
2 |
Lecture |
5.0 |
40 |
85.0 |
No turn |
Start of activities |
26/02/2018 |
End of activities |
01/06/2018 |
Examination board
Board |
From |
To |
Members of the board |
1 a.a.2017/18 |
20/01/2015 |
30/11/2018 |
PARADISI
CRISTINA
(Presidente)
MAROTTA
ESTER
(Membro Effettivo)
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Prerequisites:
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Organic Chemistry 1, Organic Chemistry 2. |
Target skills and knowledge:
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The course completes the preparation in basic organic chemistry initiated with the preceding two courses. In addition it introduces NMR and mass spectrometry for the identification and structural characterization of organic compounds. |
Examination methods:
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Written exam. |
Assessment criteria:
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Knowledge of the course subjects. Level and depth of understanding. Clarity and propriety of elaboration. Ability to apply the acquired knowledge to problem solving. |
Course unit contents:
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Part 1: physical methods in organic chemistry.
Nuclear Magnetic Resonance (NMR): introduction of principles and procedures. Proton NMR: chemical equivalence and chemical shift; scalar coupling; spin systems; magnetic equivalence; analysis and interpretation of first order proton NMR spectra; decoupling. Carbon-13 NMR: analysis of broad-band proton decoupled NMR-C-13 spectra. Brief introduction to dynamic NMR.
Mass spectrometry: introduction of principles and instrumentation for electron ionization experiments; isotopes; fragmentation; molecular ion and base peak; characteristic fragmentation reactions of major classes of organic compounds. Exercises of spectra analysis and interpretation.
Part 2: organic chemistry.
Acid-base chemistry of carbonyl compounds; inductive and resonance effects; keto-enol tautomerism; enols and enolates; alfa-halogenation of carbonyl compounds and the haloformic reaction; nucleophilic addition of enolates to carbonyl compounds and condensation reactions (aldol reaction, Claisen reaction); synthesis of alfa,beta-unsatured carbonyl compounds; 1,2 and 1,4 nucleophilic addition; Michael addition; Robinson annulation; decarboxylation. Introduction of heterocyclic compounds. |
Planned learning activities and teaching methods:
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5 CFU: Lectures in class (theory and exercises) with the aid of slides projection.
1 CFU: Laboratory experiment: chromatographic separation of a mixture of two unknown compounds and their characterization by means of acquisition and analysis of their proton NMR and mass spectra. |
Additional notes about suggested reading:
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All materials used in the lectures (theory and exercises) will be made available to the students on the moodle platform of the Department. |
Textbooks (and optional supplementary readings) |
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R. M. Silverstein, F. X. Webster, D. J. Kiemle, D. L. Bryce, Identificazione spettrometrica dei composti organici. Milano: Casa Editrice Ambrosiana, 2016. Terza Edizione
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P. Y. Bruice, Chimica Organica. --: EdiSES, 2012. Seconda Edizione
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