ORGANIC CHEMISTRY AND LABORATORY

ORGANIC CHEMISTRY AND LABORATORY

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iten
Code
66890
ACADEMIC YEAR
2018/2019
CREDITS
8 credits during the 1st year of 8756 Biotechnology (L-2) GENOVA
SCIENTIFIC DISCIPLINARY SECTOR
CHIM/06
LANGUAGE
Italian
TEACHING LOCATION
GENOVA (Biotechnology)
semester
2° Semester
Prerequisites
Teaching materials

AIMS AND CONTENT

LEARNING OUTCOMES

Acquire 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.

PREREQUISITES

The fundamental concepts of general chemistry acquired during the course of General Chemistry in the first semester

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

Ricevimento: The teacher is always present in the Department between 8.00 and 13.00 and 15.00 and 18.30 (except in august). The students can come to speak with him in any moment, unless he is engaged in other isntitutional activities. However, it is highly advised to arrange an appointment by E-mail, in order to be sure to find him free.

Ricevimento: The teacher is always present in the Departmentof Chemistry (Organic Chemistry) between 9.00 and 18.00. It is highly advised to arrange an appointment with the teacher by email (lisa.moni@unige.it)

Exam Board

LUCA BANFI (President)

LISA MONI (President)

CINZIA TAVANI

RENATA RIVA

ANDREA BASSO

LESSONS

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.

LESSONS START

March 1, 2018

EXAMS

Exam description

The exam is oral.

Students must register at least 5 days in advance on

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

Assessment methods

There will be typically 3 questions. The first one is quite general and covers parts 3-7 of the programme. The second one is on the laboratory experiments. The third one is on natural substances. Sometimes there may be a fourth quite specific question.

Exam schedule

Date Time Location Type Notes
10/09/2019 09:00 GENOVA Orale c/o DCCI
24/09/2019 09:00 GENOVA Orale c/o DCCI