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CODE 66890
ACADEMIC YEAR 2016/2017
CREDITS
SCIENTIFIC DISCIPLINARY SECTOR CHIM/06
LANGUAGE Italiano
TEACHING LOCATION
SEMESTER 2° Semester
PREREQUISITES
Propedeuticità in uscita
Questo insegnamento è propedeutico per gli insegnamenti:
  • Biotechnology 8756 (coorte 2016/2017)
  • PHARMACEUTICAL CHEMISTRY AND PHARMACEUTICAL BIOTECHNOLOGY AND LABORATORY COURSE 80799
  • Biotechnology 8756 (coorte 2016/2017)
  • BIOCHEMISTRY AND LABORATORY 66895

AIMS AND CONTENT

LEARNING OUTCOMES

To cquire the fundamental concepts that allow to understand the structure and reactivity of the main classes of organic compounds, with particular emphasis on the biologically important reactions. Acquire a basic knowledge of the main primary metabolites. To be able to execute some of the typical practical procedures of an organic chemistry laboratory. To be able to work in group and to write a laboratory report.

TEACHING METHODS

Traditional lessons in the classroom (54 hours). The solutions of problems will be treated in additional and optional tutoring hours (10). Laboratory sessions (7 sessions of 4 hours each).

The attendance is compulsory. Students must attend all laboratory sessions and 60% of the classroom lessons.

SYLLABUS/CONTENT

  1. Introduction and unfunctionalised compounds (7 hours). 1.1 Introduction. 1.2 The chemical bond in organic compounds. 1.3 Alkanes
  2. Survey of the main functional groups: physical and acid-base properties. Purification/separation techniques (8 hours). 2.1 Survey of the main functional groups and elements of nomenclature. 2.2 Non-bonding interactions and physical properties. 2.3 Acid-base properties of organic compounds. 2.4 Separation through extraction. 2.5 Crystallization. 2.6 Distillation. 2.7 Chromatography.
  3. Stereochemistry (6 hours). 3.1 Conformations. 3.2 Types of stereoisomers, chirality, R/S notations. 3.3 Compounds with two stereogenic carbons. 3.4 Polarimetry. 3.5 Enantiomeric mixtures. 3.6 Equivalent stereogenic centres. 3.7 Chemical and biological properties of enantiomers. 3.8 Classical resolution through diastereomeric salts. 3.9 E/Z isomety in alkenes.
  4. Reactions of C=C double bonds (5 hours). 4.1 Thermodynamic and kinetic aspects of reactions. 4.2 Alkene hydrogenation. 4.3 Electrophilic addition to C=C double bond, Markovnikov rule. 4.4 Benzene and aromaticity. 4.5 Heteroaromatic compounds and their basic properties. 4.6 Electrophilic substitution on benzene. 4.7 Keto-enol tautomerism in carbonyl compounds, phenols and heteroaromatic compounds.
  5. Reactions of C=O double bonds (8 hours). 5.1 Nucleophilic additions to carbonyl compounds. 5.2 Acyl nucleophilic substitution. 5.3 Other carboxylic derivatives. 5.4 Acyl nucleophilic substitution in biology. 5.5 Reactions of carbon nucleophiles at the α positions of carbonyl.
  6. Redox reactions of the main organic compounds (chemical and biological) (5 hours). 6.1 Determination of oxidation number. 6.2 Oxidation and reduction of oxygenated organic compounds. 6.3 Alkene oxidations. 6.4 Quinones. 6.5 Redox reaction at N or S.
  7. Aminoacids and peptides (2 hours)
  8. Carbohydrates (3 hours). 9.1 Structure and stereochemistry of main monosaccharides. 9.2 Mutarotation. 9.3 Glicosides. 9.4 Monosaccharide oxidations and reductions. 9.5 Polysaccharides.
  9. Lipides (1.5 hours). 10.1 Triglycerides - soaps - waxes. 10.2 Phospholipides.
  10. Nucleic acids (1.5 hours)
  11. Radical reactions (2 hours)
  12. Exercises (five 2 hour sessions)(optional; extra-CFU): exercises on programme subjects.
  13. Laboratory: seven 4 hour sessions.

RECOMMENDED READING/BIBLIOGRAPHY

  1. Slides of lessons (published on aula web)
  2. Exercises and solutions (published on aula web)
  3. W. H. Brown, "Introduzione alla Chimica Organica", EdiSES
  4. J. McMurry "Fondamenti di Chimica Organica", Zanichelli
  5. B. Botta "Chimica Organica Essenziale", EDI-Ermes.
  6. J.G. Smith "Fondamenti di Chimica Organica", McGraw Hill
  7. L.G. Wade "Fondamenti di Chimica Organica", Piccin
  8. D. Klein, "Fondamenti di Chimica Organica", Pearson

TEACHERS AND EXAM BOARD

Exam Board

LUCA BANFI (President)

LISA MONI (President)

ANDREA BASSO

RENATA RIVA

CINZIA TAVANI

LESSONS

LESSONS START

February 27, 2017.

EXAMS

EXAM DESCRIPTION

The exam is oral.

Students must register at least 5 days in advance on

 https://servizionline.unige.it/studenti/esami/prenotazione

Exam schedule

Data appello Orario Luogo Degree type Note
27/06/2017 09:00 GENOVA Orale
11/07/2017 09:00 GENOVA Orale
25/07/2017 09:00 GENOVA Orale
05/09/2017 09:00 GENOVA Orale
26/09/2017 15:00 GENOVA Orale