Applied organic chemistry with lab

A.Y. 2020/2021
9
Max ECTS
96
Overall hours
SSD
CHIM/06
Language
English
Learning objectives
The course aims to provide the student with a good knowledge of the main industrial sectors where synthetic organic chemistry is relevant. Some meaningful examples are presented and thoroughly discussed during the theoretical part of the course. Several intermediates and compounds with industrial relevance will be prepared and characterized during the laboratory activities.
Expected learning outcomes
Students will take advantage of this course, as it will provide a general overview of the industrial applications of synthetic organic chemistry. Among the five selected industrial applications dealt with in the theoretical course (pharma, agro, catalysis, renewable energies and nanotech), the student will get information about modern trends for each sector, and will become ready to consider each of them for his/her future working experiences.
Course syllabus and organization

Single session

Responsible
Lesson period
Second semester
CONTENTS, MATERIAL - The program for the theoretical course/Seneci will not be modified due to COVID-19, and the same is true for the reference material (slide copies on Ariel2, reference texts). The lab part/Perdicchia will likely be reduced to around 30% of the non-COVID program - see next Paragraph for details.
MODALITY - As to frontal lessons/Seneci, the virtual course room will be on the Microsoft Teams platform, and both instructors will be teaching in a syncronous manner; an mp4 copy of each lesson will then be stored on the Ariel2 Website, for the students to be easily accessed. As to Perdicchia's part/lab, it will be reduced to around 30% of the non-COVID program, and will be given to students in a blended format - partially in presence, partially online.
EXAMS - As to frontal/Seneci's module, written exams will take place using the Zoom platform, and detailed instructions will be provided - together with a mock Exam session - to the students at the end of the teaching sessions. Multiple choice questions will be used to test the students' knowledge in a 2 hours' exam. Intermediate exams (1 hour each) will be held for single modules (Seneci) at the end of each module. If and when the COVID-19 emergency will allow it, written exam in UniMI rooms will also be organized; an oral exam, using a virtual Microsoft Team romm, will also be an accepted exam format by agreeing upon a date with the instructor. As to Perdiccchia's part/lab, both the performance in the lab and the quality of the Final Report provided by each student will contribute to for the final lab grade.
SEMINARS - In Seneci's frontal module, group experiences (3 to 5 group members, selection of a relevant paper, preparation of a ppt presentation, delivery to the class) will be used as an additional exam format. Its relative weight on the theoretical Seneci's module grade is 30%.
Course syllabus
As to the frontal/Seneci's part, the course aims to provide the student with a good knowledge of the main industrial sectors where synthetic organic chemistry is relevant. Some meaningful examples are presented and thoroughly discussed during the theoretical part of the course. Several intermediates and compounds with industrial relevance will be prepared and characterized during the experimental/laboratory module.
The students will take advantage of this course, as i twill provide a general overview of the industrial applications of synthetic organic chemistry. Among the five selected industrial applications dealt with in the theoretical course (pharma, agro, catalysis, renewable energies and nanotech), the student will get information about modern trends for each sector, and will become ready to consider each of them for his/her future working experiences.
As to course modules,
Pharmaceutical research - 24 hours: identification of a target, discovery of hits and leads, structural optimization of active leads, synthetic strategies on a large scale. Identification of kinesins as anticancer targets through chemical genetics, development of MK-731 as an anticancer compound. Identification of kinase inhibitors using fragment-based drug discovery, development of AT519 as an antitumor compound. Discovery of statins as drugs against hypercholesterolemia, development and commercialization of fluvastatin-LescolTM. Discovery of beta-lactams and cephalosporins, industrial synthesis of ceftibuten. Agro research - 6 hours: herbicides, fungicides and insecticides. Field use, industrial and environmental issues. Rational design and synthesis of neonicotinoid insecticides, development and commercialization of imidacloprid. Homogeneous, heterogeneous, and bio-catalysis - 6 hours. Guiding principles in the design of new catalysts. Monsanto process for the synthesis of L-DOPA. DIPAMP, DuPHOS and BINAP in asymmetric reductions. Energy and Environment - 6 hours: renewable energy, greenhouse effect, carbon sources. Methanol fuel cells, dye-sensitized solar cells. Complexes of Ru and organic ligands as dye-sensitizers. Nanotechnology - 6 hours: definitions, physical and chemical phenomena at the nano-scale, industrial applications. Fullerenes, carbon nanotubes and graphene: synthesis using physical and organic-chemical methods, covalent and noncovalent functionalization, properties.

As to the laboratory/Perdicchia's part, the laboratory experiences will include the synthesis of organic molecules useful for industrial applications, their purification and characterization using simple analytical techniques.
Prerequisites for admission
Organic Chemistry II and II; BSc Organic Chemistry lab
Teaching methods
Frontal lessons, bibliographic searches, teamwork (organization in groups, assembly of a ppt presentation, delivery of the same to fellow students/Professor), critical evaluation of colleagues'/groups' efforts, lab experiments.
Teaching Resources
As to the frontal/Seneci's part, the material presented during the course (20 ppt presentations, saved as pdf files - all shown slides from frontal lessons) is made available to students on the course's ARIEL site. This material will be enough to properly prepare the exam; additional material is also provided for student on the ARIEL site/course page.

As to the laboratory/Perdicchia's part, the needed information/material for each experimental reaction will be provided during the laboratory period by Prof. Perdicchia.
Assessment methods and Criteria
The AOC course is made by a frontal part/module (Prof. Seneci), and by a laboratory module (Prof. Perdicchia).

As to the frontal/Seneci part, the final grade will result from two contributions. A final, written assay (which could be splitted in two intermediate essays around half (1st) and end of the course (2nd) will consist of 3-4 open questions, and will count for 70% of the final grade.
In addition, the students will be asked to create a few small groups (4-6 members, depending on the total number of students), which will have to select from literature one (or more than one) paper dealing with one, or more than one topics of the SMB course. This will be the foundation of a PowerPoint presentation, to be assembled and delivered to the Professor and the other students by each group; the presentation will be evaluated globally (choice of subject/example, completeness and quality of slides) and individually (the contribuion/speech of any group member). Such evaluation will count for 30% of the total grade.

As to the laboratory part/Perdicchia, the final grade will be generated fron the results of the experiments/chemical reactions, and from the final Report requested to the student.

The final mark for AOC will eventually be made by merging the frontal/Seneci grade (66.6% weight) with the lab/Perdicchia grade (33.3%).
CHIM/06 - ORGANIC CHEMISTRY - University credits: 9
Laboratories: 48 hours
Lessons: 48 hours