Organic Chemistry Lab

A.Y. 2024/2025
10
Max ECTS
144
Overall hours
SSD
CHIM/06
Language
Italian
Learning objectives
The aim of the present course is to introduce the student to the main experimental procedures in Organic Chemistry. In order to pursue this goal, the experimental work will be developed individually by each student. Particular care will be devoted to safety rules. The student will learn the main techniques for the isolation and purification of organic compounds. The student will be also introduced to some basic organic reactions, and will learn some procedures for the characterization of the obtained compounds.
Expected learning outcomes
The student will be able to: carry out the routine operations in an organic chemistry lab, paying special attention to the safety aspects (filtration, phase separation, crude reaction mixture isolation, acidic and basic work up, TLC analysis, purification through crystallization, distillation or column chromatography); make adeguate choices with regard to reaction conditions; apply some spectroscopic techniques to solve structural problems for simple organic compounds.
Single course

This course can be attended as a single course.

Course syllabus and organization

Single session

Responsible
Lesson period
year
Course syllabus
MODULE 1
Frontal lessons:
1. Safety and prevention in chemical laboratories.
2. Main isolation and purification techniques of organic compounds (extractive separations, crystallization, simple and fractional distillation, chromatography).
3. Introduction to IR spectroscopy.
4. Experimental aspects of the basic reactions of organic chemistry and evaluation of the purity of the products obtained (by TLC and measurement of the melting point).
Practical experiences: the experiences carried out in the laboratory are aimed at exemplifying the topics covered in class through experimental work.

MODULE 2
Practical experiences:
- transformations of functional groups: synthesis of an amide from an aromatic carboxylic acid
- two-step synthetic sequence: synthesis of an aromatic compound, via electrophilic aromatic substitution reaction
- synthesis of an azo dye via formation of a diazonium salt
- example of an aromatic nucleophilic substitution reaction
- two-step synthetic sequence: synthesis of an aromatic heterocyclic molecule
Common purification techniques for organic compounds are used: crystallization, acid/base separation, vacuum distillation, chromatographic separation on a silica gel column.
The last part of the course is dedicated to two individual tests:
- determination of an unknown carbonyl compound: synthesis of crystalline derivatives
- separation of a mixture of two unknown compounds and their determination by synthesis of crystalline derivatives. The identification of the products occurs through measurement of melting points, TLC slides, IR spectroscopy and analysis of the 1H NMR spectra of the unknown substances.
Prerequisites for admission
Module 1:
· Have attended the General and Inorganic Chemistry and Organic Chemistry I courses
· Mastering stoichiometry, different concentration units interconversion, acid-base and redox equilibria
· Mastering organic compounds nomenclature and functional groups reactivity discussed in the Chimica Organica I course

Module 2:
· Have successfully attended (mark above or equal to 18/30) the Organic Chemistry Lab module 1 (mandatory for admission to module 2)
· Attend/have attended Organic Chemistry II course
Teaching methods
Classroom lectures (8h, module 1) and pre-lab (mandatory attendance)
Lab experiments (mandatory attendance)
Teaching Resources
Material available on the course website (Ariel).
Suggested books:
- M.D. Ischia: La Chimica Organica in Laboratorio, Piccin, Padova, 2002
- B.S. Furniss, A.J. Hannaford, P.W.G. Smith, A.R. Tatchell: Vogel's Textbook of Practical Organic Chemistry, Longman Group, UK Limited, 1989.
Assessment methods and Criteria
Practice, with possible oral. The assessment will take into account the conduct in the laboratory (with particular reference to compliance with the safety standards), the results of the single-bench guided experiences carried out during the course (each of which will be documented through reports to be delivered to the teacher) and the final individual tests , aimed at ascertaining the skills acquired by the student and his ability to move independently and safely in an organic chemistry laboratory.
The mark (maximum 30/30), will represent the average of the evaluations of the two modules. The student will have the possibility i) to accept the proposed mark, or ii) to undertake an oral examination encompassing all the theoretical and practical aspects of the lab course leading to a mark variation of maximum ±2 points.
CHIM/06 - ORGANIC CHEMISTRY - University credits: 10
Laboratories: 128 hours
Lessons: 16 hours
Shifts:
Corso A + B - 1° semestre
Professor: Rossi Sergio
Corso A + B - 2° semestre
Professor: Silvani Alessandra
Corso A - 1° semestre
Professor: Rossi Sergio
Corso A - 2° semestre
Professor: Silvani Alessandra
Corso B - 1° semestre
Professor: Belvisi Laura
Corso B - 2° semestre
Professor: Cauteruccio Silvia