Organic Chemistry

A.Y. 2020/2021
7
Max ECTS
56
Overall hours
SSD
CHIM/06
Language
Italian
Learning objectives
The aim of this course is to provide the student with a basic knowledge of Organic Chemistry, obtained from the study of structure, properties and reaction of simple molecules. This knowledge will support the student in the following courses on more complicated systems.
Expected learning outcomes
Knowledge and understanding
·know nomenclature, structure, properties and general reactivity of the main classes of organic compounds
·know the stereochemistry
·know the main classes of organic reaction
·know structures and properties of amino acids, peptides, fatty acids and carbohydrates.
Ability to apply knowledge and understanding
·identification of molecular compounds on the base of their functional groups
·identification of the main classes of organic reaction
·use the nomenlcature
·graphically represent the main organic molecules
Judgment capacity
·capacity to understand and predict the chemical and physical properties and the reactivity of organic molecules in non-complex structures..
Communication skills
·extract and summarize the relevant information from a text concerning a chemical problem
·communicate effectively, both orally and in writing, using the correct terminology
Learning ability
·ability to understand a scientific text of organic chemistry and apply the information learned to the solution of a new problem.
Course syllabus and organization

Single session

Responsible
Lesson period
Second semester
During the emergency teaching phase, the course program and the reference material will not change. The lectures will be delivered sincronously using the Microsoft Teams platform. The exam will be a written text.
Course syllabus
Chemical bonding and structure: Electronic configuration and hybridization of carbon atom. Ionic and covalent bonds; polarity. Intermolecular interactions. Structures and formulas of organic molecules. Functional groups in organic chemistry.
Alkanes. IUPAC nomenclature, conformational isomerism, Newman projections, Combustion and alogenation of alkanes. Cyclic alkanes. IUPAC nomenclature; ring strain. Substituted cycloexanes and conformational considerations. Cis and trans isomers.
The organic reactions. Main types of organic reactions: mechanisms and intermediates involved. Acid-base equilibria. Radical and ionic reactions.
Stereochemistry. Chiral molecules; optical activity; absolute configurations and R-S sequence rules; Fischer projections. Molecules with several stereocenters: diastereomers and meso compounds. Stereochemistry in chemical reactions; resolution of enantiomers.
Alkenes. IUPAC nomenclature, structure and E/Z isomerism; relative stability. Synthesis and reactivity. Electrophilic addition. Alkynes. IUPAC nomenclature, acidity and reactivity.
Delocalized systems. Resonance theory. Allylic system and conjugated dienes. Benzene: structure, IUPAC nomenclature. Resonance energy. Huckel rule. Reactivity of benzene. Heteroaromatic compounds.
Haloalkanes. IUPAC nomenclature. Nucleophilic substitution SN2 and SN1: mechanisms, stereochemistry. Elimination reactions: mechanisms E1 and E2.
Alcohols, Phenols, Thiols, Ethers. IUPAC nomenclature. Alcohols as acids and bases. Reactivity. Oxidations. Acidity of phenols. Oxidation of thiols. Synthesis and reactivity of ethers.
Aldehydes and ketones. IUPAC nomenclature, structure of carbonyl group. Keto-enol tautomerism. Reactions of nucleophilic additions: addition of water, alcohol, amines. Oxidations and reductions. Aldol condensation.
Carboxylic acids and derivatives. IUPAC nomenclature and acidity. Fatty acids and surface-active properties. Reactivity: nucleophilic acyl substitution. Esters, anhydrides, acid chlorides, amides, nitriles. Claisen and Dieckman condensation of esters.
Alkylamines. IUPAC nomenclature. Basicity and reactivity.
Aminoacids. Structure and properties. Natural amino acids and their classification. Definition of peptide and protein. Principles of peptide synthesis. Carbohydrates: nomencalture and reactivity.



- Oral test: takes place after the time required for the correction of the written, on average from a week from, and is supported by those who want to raise the vote reported in the written test.
Prerequisites for admission
Knowledge of the laws and fundamental principles of general chemistry, such as: the atomic structure, the chemical bond, the chemical equilibrium and the concepts of acidity and basicity.
Teaching methods
Lectures and exercises
Teaching Resources
P. Y. Bruice - Elementi di Chimica Organica, EdiSES
Slides of the lectures
Assessment methods and Criteria
Written test: 10 questions/exercises in two hours. Each exercise enables the acquisition of a score between zero and three points. The admittion to the oral test is achieved with the obtainment of at least 18 points.
Oral test: after one or two weeks from the written exam and it is optional.
The following skills will be evaluated:
Knowledge and understanding ·know nomenclature, structure, properties and general reactivity of the main classes of organic compounds ·know the stereochemistry ·know the main classes of organic reaction ·know structures and properties of amino acids, peptides, fatty acids and carbohydrates. Ability to apply knowledge and understanding ·identification of molecular compounds on the base of their functional groups ·identification of the main classes of organic reaction ·use the nomenlcature ·graphically represent the main organic molecules Judgment capacity ·capacity to understand and predict the chemical and physical properties and the reactivity of organic molecules in non-complex structures.. Communication skills ·extract and summarize the relevant information from a text concerning a chemical problem ·communicate effectively, both orally and in writing, using the correct terminology Learning ability ·ability to understand a scientific text of organic chemistry and apply the information learned to the solution of a new problem.
CHIM/06 - ORGANIC CHEMISTRY - University credits: 7
Lessons: 56 hours
Professor: Pellegrino Sara
Professor(s)