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ORGANIC CHEMISTRY

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Versione italiana
Academic year
2022/2023
Teacher
CLAUDIO TRAPELLA
Credits
6
Didactic period
Primo Semestre
SSD
CHIM/06

Training objectives

The training objective of organic chemistry course are focused on the properties and reactivity of the major organic chemistry compound classes and their interactions with the biological systems. In particular students must known the following concept:
1) Preparation, reactivity and nomenclature of alkenes.
2) Preparation, reactivity and nomenclature of alkynes.
3) Preparation, reactivity and nomenclature of alcohols.
4) Preparation, reactivity and nomenclature of aldehydes and ketones.
5) Preparation, reactivity and nomenclature of amines.
6) Preparation, reactivity and nomenclature of carboxylic acid.
7) Preparation, reactivity and nomenclature of aromatic compounds.
8) Preparation, reactivity and nomenclature of carboxylic acid derivatives: esters, amides, anhydrides, acylic halogenides, lactons and lactams.
9) Nucleophilic substitutions at saturated carbon (Sn1 and Sn2), Elimination reactions, E1 and E2.
10) Sugars properties and reactivity in particular for mono and di saccarides.
11) Chemical properties and biological interactions of aminoacids.
12) Chemical properties and biological interactions of DNA bases and basic heterocyclic chemistry.
13) Stereochemistry aspects

At the end of the course the students must be recognize the main class of organic compounds and their reactivity, in particular natural organic compounds such as sugar, amino acid, proteins and DNA bases.

Prerequisites

Fundamental concepts of general and inorganic chemistry.

Course programme

ORGANIC CHEMISTRY: Structure and bonding. Constitutional isomers. Lewis and Bronsted-Lowry’s acid and bases. (4 Hours)

Carbon atoms hybridization. Reactivity, nomenclature and preparation of alkanes, cycloalkanes, alkenes, alkynes, alcohols, aldehydes, ketones, carboxylic acid and derivatives, Amine and derivatives. (10 hours)

Alchilalides and the nucleophilic substitution: SN1, SN2, elimination reactions, E1 and E2. Epoxides and ring opening reactions in acidic and basic conditions. (8 hours)

The Zaitsev’s rule and the cis/trans E/Z isomery in alkenes and cycloalkanes. The Markovnikov’s rule and the alcohols elimination. (4 hours)

Aromatic chemistry, electrophylic aromatic substitutions, Huckel’s rule, Friedel and Crafts reactions. Carboxylic acid and their derivatives, the Fischer esterification. Grignard’s reagents and the reactivity of the carbonyl group. (10 hours)

Sugar, structure and functions, the anomeric effect. Amino acids and peptides, peptidic bond. Stereochemistry and R/S rule, geometric and constitutionals isomers. Nucleotides and nucleoside as a DNA bases. (12 hours)

Didactic methods

ORGANIC CHEMISTRY: 48 lectures in classroom, using the blackboard, power point slides for the molecular orbitals lessons and 3D models to better understand the stereochemistry aspect of the molecules.

Learning assessment procedures

ORGANIC CHEMISTRY: Exam purpose is to check the gaining of objective described above. The exam is a write examination, the duration of the exam will be at least of 60 minutes and it’s composed of 30 th questions. The student gain 1 point for every correct answer to reach at maximum 30 points.

Reference texts

Janice Gorzynski Smith, Second Edition, Fondamenti di Chimica Organica, McGraw-Hill