Università degli studi di Modena e Reggio Emilia

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Teachers

Francesco TASSINARI
Marco SERRA

Overview

Educational goals
- notions on reaction kinetics and stereochemistry of organic compounds
- basic theoretical knowledge on the main laboratory techniques for the isolation and purification of organic compounds (distillation, crystallization, solvent extraction, chromatography)
- practical skills in performing the isolation and purification of organic compounds by distillation, crystallization, solvent extraction, chromatography; skills in following the kinetics of a reaction in the laboratory
- the main safety standards of an organic chemistry laboratory
- ability in collecting and presenting scientific data For a more complete understanding of the training objectives, please refer to the reading of the learning outcomes expected following the completion of this training course

Admission requirements

Prerequisites
Preliminary knowledge of general chemistry and basic notions of general chemistry laboratory.

Course contents

Course content
Theory: basic rules of behaviour, glassware, notebook, physical properties of organic compounds, solvents (1 hour); theory of crystallization, choice of solvent, reflux heating, preparation of a pleated filter, hot filtration, vacuum filtration, drying, experimental determination of the melting point (1 hour); distillation theory, simple and fractional distillation, equipment for simple and fractional distillation, phase diagrams for a pure substance, for an ideal mixture of two miscible and immiscible liquids, vacuum distillation and steam current, the rotary evaporator (2 hours); acid base properties of organic compounds (2 hours); solvent extraction theory, liquid-liquid extraction, liquid-solid, extractive efficacy, choice of solvent, separation of emulsions, extractions and acid-base washing, use of anhydrifying agents (2 hours); chromatography theory, classification of chromatographic techniques, elutropic series, thin layer chromatography, column chromatography, outline of GC-MS, HPLC and MPLC (2 hours), reaction kinetics and reaction mechanism (3 hours) and sterochemistry of organic compounds (3 hours ).
Practical: the laboratory work consists of 12 experiences (4 hours each, normally performed by groups of two students) to consolidate the theoretical knowledge provided and to acquire practical laboratory skills.

Teaching methods

Teaching methods For the lectures will be used slides and projections of short videos. For the laboratory part, the following teaching tools will be used: -pre-lab quiz: multiple choice test to assess the basic knowledge of theory and safety of the experience that will be performed (individual compilation). -notebook: by checking the correct (individual) drafting of the table of reagents / solvents the teacher makes sure that the student has read the safety data sheets of the chemicals that will be used in the experience. At the end of the experience a second check of the notebook allows the teacher to verify that the student (individually) has noted the data useful to draw up the conclusions.

Assessment methods

Learning assessment The learning is verified through ongoing evaluation and a final exam. Ongoing evaluation: 1) Pre-lab quiz: a quiz with 6 questions (1 point each correct answer, 0 point each wrong or unanswered question) DD: Knowledge and understanding 2) Laboratory notebook: assessment on a numerical scale from 0 to 3 DD: Knowledge and understanding= correct execution of the experience (0 -0.5 points), making judgements= the understanding of the final objective of the experience (0-1 points), Communication: organizational criteria, language and ability to synthesize (0-0.5 points), Applying knowledge and understanding: ability to describe and interpret the results (0-1). 3) Laboratory: rating from 0 to 2 based on frequencies and behavior: till 9 experiences (above 12) 2 points, after the third absence deduction of 2 points for each additional absence. Behavior: every 2 reprimands (eg. lack of use of PPE, late arrivals) deduction of 1 point. 4) Final exam oral/pratical: assessment on a numerical scale from 15 to 20 points, through 3 questions (2 of which on theory and 1 on practice). DD: Knowledge and understanding (0-4 points) communication skills = language properties (0-4 points), autonomy of judgment = ability to identify the correct lab practice for a given problem (0-4 points), ability to apply knowledge and understanding = correct execution of a practical (0-4 points) learning ability = autonomy in the execution of the practical part (0-4 points). Formation of the final grade: the final grade in thirtieths is given by the sum of: 1) Score for the oral exam (maximum 20) 2) Average of the scores of the pre-lab quizzes (maximum score 6) 3) Laboratory (maximum score 2) 4) Notebook (maximum score 3) 5) Penalties (for each absence after the third -2 points, every 2 reprimands (eg lack of PPE, late arrivals ...) - 1 point. Maximum possible grade 31, corresponding to 30L

Learning outcomes

Expected learning outcomes
Knowledge and understanding- The student will acquire some advanced notions on acid-base properties, stereochemistry, reaction kinetics and equilibrium; by frontal lectures the student will gain knowledge of the fundamental chemical-physical properties and the main purification and isolation techniques for organic compounds.
Applying knowledge and understanding: the student’s ability to apply the knowledge and understanding gained in the course will be fostered by exercises and discussions ad hoc; the student will apply the theoretical knowledge acquired in a practical setting e to work safely by carrying out lab experiments under supervision

Making judgements: the student will be able to discuss and demonstrate the understanding of the topics of the course, to discuss experimental results and explain eventual discrepancies in the experiences’ outcomes.
Communication: The student will learn to use the appropriate language for a correct and rigorous scientific communication in organic chemistry.By keeping the lab-book the student will learn how to present the results in a concise and incisive way and to use an appropriate language.
Learning skills: The knowledge acquired in the course will be instrumental for allowing the students to undertake more advanced organic chemistry courses as needed for furthering their professional skills. The student will gain the ability to progress their studies on the subject autonomously

Readings

Testi consigliati

Testi consigliati per la teoria:
-Chimica organica (struttura e reattività) S.Ege Idelson-gnocchi
- Chimica Organica
Brown, Foote, Iverson, Anslyn Edises

Testi consigliati per il Laboratorio:
- R.M Roberts, J.C. Gilbert, S. F. Martin “Chimica Organica Sperimentale” Ed Zanichelli
-M. D'Ischia “La Chimica Organica in Laboratorio” Ed Piccin

Suggested textbooks

Theory:
-Chimica organica (struttura e reattività) S.Ege Idelson-gnocchi
- Chimica Organica
Brown, Foote, Iverson, Anslyn Edises

Laboratory:
- R.M Roberts, J.C. Gilbert, S. F. Martin “Chimica Organica Sperimentale” Ed Zanichelli
-M. D'Ischia “La Chimica Organica in Laboratorio” Ed Piccin