Organic Chemistry I and laboratory A - L
Module Organic Chemistry I and laboratory (Module 2)

Academic Year 2023/2024 - Teacher: NUNZIO CARDULLO

Expected Learning Outcomes

At the end of the course the student will acquire the following knowledge and skills defined taking into account the SUA of the CdS:

1. safety rules to be adopted in an Organic Chemistry laboratory

2. correct manipulation of solvents and reagents in the laboratory

3. correct use of the main purification techniques of organic compounds (liquid-liquid partition, crystallization, distillation, liquid chromatography, etc ...)

4. application procedures in a chemical reaction based on filtration, drying, precipitation and crystallization

5. reporting the activity carried out in the laboratory with suitable scientific language.

 

INFORMATION FOR STUDENTS WITH DISABILITIES AND/OR DSA.

As a guarantee of equal opportunities and in compliance with current laws, interested students can ask for a personal interview in order to plan any compensatory and/or dispensatory measures, based on their specific needs and on teaching objectives of the discipline. It is also possible to ask the departmental contacts of CInAP (Center for Active and Participatory Integration - Services for Disabilities and/or DSAs), in the person of professor Vera Muccilli.


With reference to the Dublin Descriptors, the expected learning outcomes are:

 

D1 - Knowledge and understanding: students will acquire the rules to work in safety knowing the danger related to chemicals for the environment and human health; they will become familiar with the safety data sheet of chemicals used in the laboratory; they will have a thorough knowledge of the organic chemistry laboratory equipment and of the standard laboratory procedures for the preparation and purification of organic compounds.

D2 - Ability to apply and understand: students will able to: manipulate organic compounds strictly comply with safety regulations; use the main equipment present in a basic organic chemistry laboratory; and report the experimental activities in a faithful and systematic way in the laboratory notebook.

D3 - Independent judgment: students may be able to plan experiments similar to those performed during the course, independently. At the end of the course it is necessary to know how to use the collected data in a critical and correct way, correlating to the corresponding theoretical concepts.

D4 - Communication skills: ability to communicate in written and oral form, through

the use of an appropriate language the experimental data, including problems encountered

and possible solutions.

D5 - Learning Skills: Students may be able to apply a standard technique used in organic chemistry lab autonomously, showing the ability to deal with a problem through the application of acquired skills during the course. Finally, students will develop learning and in-depth skills to easily face subsequent organic chemistry laboratory courses.

Course Structure

The teaching will be delivered through theoretical lectures and laboratory activities, for a total of 90 hours of lesson. Theoretical lessons are preparatory to the laboratory.

Some changes may be introduced with respect to what was previously stated if teaching move from face-to face lectures to mixed or remote way, in order to comply with the program envisaged and reported in the syllabus.



Required Prerequisites

Knowledge on the chemical properties of the main elements of the periodic table, types of  chemical bonds, non-covalent interactions, equilibrium constant in chemical reactions, acid-base reactions, is mandatory. 

Attendance of Lessons

The attedance is mandatory. The student must attend at least 70% of the total number of hours of the course (see section 3.1of teaching regulation)

Detailed Course Content

THEORY

1. The Organic Chemistry laboratory: rules to work in safe in the organic chemistry laboratory; labelling of chemical compounds

2. Laboratory glassware

3. Characteristics of pure and mixed solvents

4. Heating and cooling techniques

5. Determination of physical constants: boiling point, melting point

6. General techniques for purification of organic compounds: filtration; crystallization;

solvent extraction; distillation (at atmospheric-, reduced-, fractional-pressure and in steam current); sublimation

7. Synthesis of esters and their hydrolysis in basic conditions: application to obtain the anti-inflammatory drug aspirin and soap

8. Chromatography: adsorption chromatography: column and thin layer chromatography

 

LABORATORY EXPERIENCES

1. Crystallization of an organic molecule

2. Purification of a mixture containing benzoic acid by crystallization

2. Solvent extraction: liquid-liquid partition and separation of two organic molecules

4. Synthesis of aspirin

5. Simple distillation of an impure alcohol

6. Hydrolysis of fatty acid esters: soap preparation

7. Extraction of pigments from spinach leaves and separation by chromatography on

column

8. Thin layer chromatography

Textbook Information

Joaquín Isac-García, José A. Dobado, Francisco G. Calvo-Flores, Henar Martínez-García. Experimental Organic Chemistry Laboratory Manual. Ed. Elsevier Science


ADDITIONAL MATERIAL

The teaching material prepared by the teacher (slides, handouts), in addition to the recommended texts, will be available through the STUDIUM platform.

Course Planning

 SubjectsText References
1 Laboratory safety rulesteaching material prepared by the teacher plus lecture notes
2Laboratory glasswareteaching material prepared by the teacher plus lecture notes
3Characteristics of pure and mixed solventsText 
4Heating and cooling techniques, filtration of solutions Text 
5Physical properties of organic compounds: boiling and  melting point, solubilityText 
6General techniques for purification of organic compounds: filtration; crystallization;solvent extraction; distillation (at atmospheric-, reduced-, fractional-pressure and in steam current); sublimationText 
7Synthesis of esters and their hydrolysis in basic conditionsteaching material prepared by the teacher plus lecture notes
8Chromatography: adsorption chromatography: column and thin layer chromatographyText
9LABORATORY EXPERIENCESTheoretical principles and details on the experimental procedures referred to points 1-8 of the "Course contents" sectionMaterial prepared by the teacher (slides) 

Learning Assessment

Learning Assessment Procedures

The learning assessment procedure include an oral examination, integrated with module 1.

The examination will ascertain the theoretical concepts and the ability to connect them with laboratory experiences in addition, the ability to use specific scientific language will be taken into account.

More in detail, the oral exam will focus both on the description of a laboratory experience and on the knowledge of the theoretical aspects.

The student must send via email (please use word or pdf format) a detailed report on each experiment carried out within 7 days from the execution of the laboratory experience.

At least 15 days before the exam date, the student have to communicate the participation to the exam in order to receive the reports.

The outcome of the learning assessment will also take into account the laboratory reports.

In the event that, for contingent reasons, it is necessary to activate distance learning, the examination will take place with the provisions of the regulatory requirements that will be specifically approved by the University bodies.

 

Examples of frequently asked questions and / or exercises

The most frequently questions (not the only ones) concern

-Distillation: types of distillation, description of the isobar diagram.

-Using of liquid-liquid partition for the separation of molecules with different chemical properties.

-Synthesis of aspirin: theoretical and practical aspects.

-Chromatography: types of chromatography, theoretical principles of column chromatography, characteristics of TLC chromatography.

-Description of the base-catalyzed hydrolysis reaction of fatty acid esters.