Organic Chemistry Lab
A.Y. 2021/2022
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.
Lesson period: year
Assessment methods: Esame
Assessment result: voto verbalizzato in trentesimi
Single course
This course cannot be attended as a single course. Please check our list of single courses to find the ones available for enrolment.
Course syllabus and organization
Single session
Responsible
More specific information on the delivery modes of training activities for academic year will be provided over the coming months, based on the evolution of the public health evolution.Indicaations will be published on the course website on Ariel.
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
· 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
Assessment methods and Criteria
Practical: Due to the experimental nature of the course, the examination will be based on the general conduct (with particular reference to the compliance to safety rules), on the experimental results as well as on the required individual lab book and the final test, with the aim of verifying the skills acquired and the student's ability to work confidently 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.
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.
Unit: Laboratory of organic chemistry 1
Course syllabus
Module 1 (5 cfu)
1. Safety and accident prevention in the chemical laboratory
2. Main techniques for the isolation and purification of organic compounds (extraction, crystallisation, simple and fractional distillation, chromatography)
3. Introduction to IR spectroscopy
4. Experimental aspects of some fundamental organic reactions (oxidations, reductions, condensations, nucleophilic substitutions, Fischer synthesis), evaluation of the purity grade of the obtained products through TLC and melting point measurement
5. The experimental activities performed in the laboratory aim at applying the topics discussed in classroom.
1. Safety and accident prevention in the chemical laboratory
2. Main techniques for the isolation and purification of organic compounds (extraction, crystallisation, simple and fractional distillation, chromatography)
3. Introduction to IR spectroscopy
4. Experimental aspects of some fundamental organic reactions (oxidations, reductions, condensations, nucleophilic substitutions, Fischer synthesis), evaluation of the purity grade of the obtained products through TLC and melting point measurement
5. The experimental activities performed in the laboratory aim at applying the topics discussed in classroom.
Teaching methods
Classroom lectures (8h) and pre-lab (mandatory attendance)
Lab experiments (mandatory attendance)
Lab experiments (mandatory attendance)
Teaching Resources
Slides on course website
Course web site: http://mbenaglialco.ariel.ctu.unimi.it/v1/home/Default.aspx
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;
- D.L. Pavia, G.M. Lampman, G.S. Kriz: Il Laboratorio di Chimica Organica, Edizioni Sorbona, MI, 1994.
Course web site: http://mbenaglialco.ariel.ctu.unimi.it/v1/home/Default.aspx
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;
- D.L. Pavia, G.M. Lampman, G.S. Kriz: Il Laboratorio di Chimica Organica, Edizioni Sorbona, MI, 1994.
Unit: Laboratory of organic chemistry 2
Course syllabus
Teaching unit module: Organic chemistry laboratory 2 (5 credits)
Frontal lessons
Prevention and safety in chemical laboratories, basic operating protocols, the laboratory report, calculation of the reaction yield (recalls). Experimental factors that influence the course of organic reactions (concentration of reactants and their addition, solvent, temperature, catalysts). Examples of chemical transformations (introduction of protective groups, aromatic electrophilic substitutions). Review of 1H NMR. Guided exercises.
Practical experiences
The common experiences carried out in the laboratory are aimed at exemplifying the topics covered in class by means of experimental work:
- transformations of functional groups: synthesis of an amide from an aromatic carboxylic acid
- two-step synthetic sequence: synthesis of an aromatic compound, by means of an aromatic electrophilic substitution reaction
- synthesis of an azo dye via the formation of a diazonium salt
- example of an aromatic nucleophilic substitution reaction
- two-step synthetic sequence: synthesis of an aromatic heterocyclic molecule
The common purification techniques for organic compounds are employed: crystallization, acid/base separation, distillation under vacuum, 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 products takes place by measuring melting points, TLC plates, IR spectroscopy and analysis of the 1H NMR spectra of unknown substances.
Frontal lessons
Prevention and safety in chemical laboratories, basic operating protocols, the laboratory report, calculation of the reaction yield (recalls). Experimental factors that influence the course of organic reactions (concentration of reactants and their addition, solvent, temperature, catalysts). Examples of chemical transformations (introduction of protective groups, aromatic electrophilic substitutions). Review of 1H NMR. Guided exercises.
Practical experiences
The common experiences carried out in the laboratory are aimed at exemplifying the topics covered in class by means of experimental work:
- transformations of functional groups: synthesis of an amide from an aromatic carboxylic acid
- two-step synthetic sequence: synthesis of an aromatic compound, by means of an aromatic electrophilic substitution reaction
- synthesis of an azo dye via the formation of a diazonium salt
- example of an aromatic nucleophilic substitution reaction
- two-step synthetic sequence: synthesis of an aromatic heterocyclic molecule
The common purification techniques for organic compounds are employed: crystallization, acid/base separation, distillation under vacuum, 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 products takes place by measuring melting points, TLC plates, IR spectroscopy and analysis of the 1H NMR spectra of unknown substances.
Teaching methods
Frontal lessons (8 hours) and pre-laboratory (mandatory attendance)
Laboratory experiments (mandatory attendance)
Laboratory experiments (mandatory attendance)
Teaching Resources
Slides on course website
Course web site: http://mbenaglialco.ariel.ctu.unimi.it/v1/home/Default.aspx
Course web site: http://mbenaglialco.ariel.ctu.unimi.it/v1/home/Default.aspx
Unit: Laboratory of organic chemistry 1
CHIM/06 - ORGANIC CHEMISTRY - University credits: 5
Laboratories: 64 hours
Lessons: 8 hours
Lessons: 8 hours
Professors:
Belvisi Laura, Sattin Sara
Shifts:
Professors:
Belvisi Laura, Sattin Sara
Corso A
Professor:
Sattin SaraCorso B
Professor:
Belvisi Laura
Unit: Laboratory of organic chemistry 2
CHIM/06 - ORGANIC CHEMISTRY - University credits: 5
Laboratories: 64 hours
Lessons: 8 hours
Lessons: 8 hours
Shifts:
Professor:
Silvani Alessandra
Corso B
Professor:
Silvani AlessandraProfessor(s)
Reception:
by appointment
Chemistry Department, via Golgi, 19, Building 5, 3rd floor, corpo (unit) B, Room 3058B