CODE 66890 ACADEMIC YEAR 2016/2017 CREDITS 8 cfu anno 1 BIOTECNOLOGIE 8756 (L-2) - 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 Introduction and unfunctionalised compounds (7 hours). 1.1 Introduction. 1.2 The chemical bond in organic compounds. 1.3 Alkanes 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. 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. 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. 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. 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. Aminoacids and peptides (2 hours) 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. Lipides (1.5 hours). 10.1 Triglycerides - soaps - waxes. 10.2 Phospholipides. Nucleic acids (1.5 hours) Radical reactions (2 hours) Exercises (five 2 hour sessions)(optional; extra-CFU): exercises on programme subjects. Laboratory: seven 4 hour sessions. RECOMMENDED READING/BIBLIOGRAPHY Slides of lessons (published on aula web) Exercises and solutions (published on aula web) W. H. Brown, "Introduzione alla Chimica Organica", EdiSES J. McMurry "Fondamenti di Chimica Organica", Zanichelli B. Botta "Chimica Organica Essenziale", EDI-Ermes. J.G. Smith "Fondamenti di Chimica Organica", McGraw Hill L.G. Wade "Fondamenti di Chimica Organica", Piccin D. Klein, "Fondamenti di Chimica Organica", Pearson TEACHERS AND EXAM BOARD LUCA BANFI Ricevimento: Luca Banfi is always present in the department from 8.30 to 13.00 and from 15.00 to 18.30. However, due to the many lessons and exams he is involved in and to the institutional meetings, it is impossible to establish in advance a time interval where he will be surely not engaged. Therefore students are pleased to take an appointment in advance by E-mail. They will be received in few days. LISA MONI Exam Board LUCA BANFI (President) LISA MONI (President) ANDREA BASSO RENATA RIVA CINZIA TAVANI LESSONS LESSONS START February 27, 2017. Class schedule ORGANIC CHEMISTRY AND LABORATORY 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