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2023/2024

Organic Chemistry

Code: 103280 ECTS Credits: 6
Degree Type Year Semester
2501922 Nanoscience and Nanotechnology OB 2 1

Contact

Name:
Jose Luis Bourdelande Fernandez
Email:
joseluis.bourdelande@uab.cat

Teaching groups languages

You can check it through this link. To consult the language you will need to enter the CODE of the subject. Please note that this information is provisional until 30 November 2023.


Prerequisites

It is appropriate to have approved the subjects “Reactivitat Química” and "Enllaç Químic i Estructura de la Matèria”.


Objectives and Contextualisation

Organic Chemistry studies the reactivity of carbon and systematizes the properties of the compounds that contain it. Basic ideas about the characteristics and reactivity of the different functional groups are given, as well as the conformational analysis and the stereochemistry of organic compounds.

The objectives are:

1. Identify the functional groups and name and formulate the corresponding compounds.

2. Draw Lewis structures of organic chemical compounds and qualitatively predict their molecular properties from them (molecular geometry and polarity).

3. Describe the conformational isomerism in alkanes and cycloalkanes.

4. Determine and represent the configuration of the stereogenic centers in organic compounds.

5. Describe the basics of organic reactions.

6. Resolve basic problems of organic chemistry.


Competences

  • Apply the concepts, principles, theories and fundamental facts of nanoscience and nanotechnology to solve problems of a quantitative or qualitative nature in the field of nanoscience and nanotechnology.
  • Apply the general standards for safety and operations in a laboratory and the specific regulations for the use of chemical and biological instruments, products and materials in consideration of their properties and the risks.
  • Be ethically committed.
  • Communicate orally and in writing in one's own language.
  • Demonstrate knowledge of the concepts, principles, theories and fundamental facts related with nanoscience and nanotechnology.
  • Handle the standard instruments and materials of physical, chemical and biological testing laboratories for the study and analysis of phenomena on a nanoscale.
  • Interpret the data obtained by means of experimental measures, including the use of computer tools, identify and understand their meanings in relation to appropriate chemical, physical or biological theories.
  • Learn autonomously.
  • Manage the organisation and planning of tasks.
  • Obtain, manage, analyse, synthesise and present information, including the use of digital and computerised media.
  • Propose creative ideas and solutions.
  • Reason in a critical manner
  • Recognise and analyse physical, chemical and biological problems in the field of nanoscience and nanotechnology and propose answers or suitable studies for their resolution, including when necessary the use of bibliographic sources.
  • Recognise the terms used in the fields of physics, chemistry, biology, nanoscience and nanotechnology in the English language and use English effectively in writing and orally in all areas of work.
  • Resolve problems and make decisions.
  • Show sensitivity for environmental issues.
  • Work correctly with the formulas, chemical equations and magnitudes used in chemistry.
  • Work on the synthesis, characterisation and study of the properties of materials on a nanoscale from previously established procedures.

Learning Outcomes

  1. Analyse situations and problems in the field of physics and chemistry, and propose experimental responses or studies using bibliographic sources.
  2. Apply the acquired theoretical contents to the explanation of experimental phenomena.
  3. Appreciate the danger and risks of using samples and reagents and apply the right safety precautions for each case (goggles and/or special gloves, extractor hood, gas mask, etc.)
  4. Be ethically committed.
  5. Communicate orally and in writing in one's own language.
  6. Correctly handle glass and another types of material usually found in a synthesis and characterisation laboratory.
  7. Correctly handle the necessary material and instruments to prepare and characterise materials and nanomaterials.
  8. Correctly use computer tools to calculate, graphically represent and interpret the data obtained, as well as its quality.
  9. Critically evaluate experimental results and deduce their meaning.
  10. Describe the different types of isomer and the stereochemistry of organic compounds.
  11. Describe the most relevant synthetic methodologies of organic chemistry, both in terms of transformation of functional groups and the formation of carbon-carbon bonds.
  12. Design simple experiments for the study of simple chemical and physical systems.
  13. Determine and represent the configuration of chiral centres in organic compounds.
  14. Draft reports on the subject in English.
  15. Draw Lewis's structures of inorganic and organic molecules, and describe, from them, their geometry and polarity.
  16. Employ information and communication technology in the documentation of cases and problems.
  17. Identify and situate safety equipment in the laboratory.
  18. Identify the basic reactivity associated to organic functional groups.
  19. Interpret basic chemistry texts and bibliographies in English.
  20. Justify the results obtained in the laboratory from chemical compound synthesis, separation, purification and characterisation processes on the basis of knowledge of their structure and properties.
  21. Justify the results obtained in the laboratory from material and nanomaterial synthesis and characterisation processes in accordance with knowledge of their structure and properties.
  22. Learn autonomously.
  23. Make adequate use of laboratory materials and instruments.
  24. Manage the organisation and planning of tasks.
  25. Obtain, manage, analyse, synthesise and present information, including the use of digital and computerised media.
  26. Perform basic synthesis, separation and purification procedures in a chemistry laboratory
  27. Perform basic synthesis, separation and purification procedures in a synthesis and characterisation laboratory.
  28. Predict the reactivity of the different organic functional groups.
  29. Propose creative ideas and solutions.
  30. Propose reaction mechanisms in processes involving organic compounds.
  31. Propose simple synthetic methods to obtain the most characteristic organic compounds from certain reagents.
  32. Reason in a critical manner
  33. Recognise and analyse physical and chemical problems related with the structure of organic and inorganic compounds
  34. Recognise the most important reaction mechanisms in organic chemistry.
  35. Recognise the terms relative to physics and materials.
  36. Relate experimental data with the physical and chemical properties and/or analysis of the systems that are the object of study.
  37. Resolve exercises and problems related with chemical separations using different bibliographic sources and simulation programs.
  38. Resolve problems and make decisions.
  39. Safely handle chemical and material reagents.
  40. Safely handle gases, especially inflammable ones.
  41. Show sensitivity for environmental issues.
  42. Use basic instruments to characterise chemical and material compounds.
  43. Use basic instruments to characterise inorganic and organic chemical compounds
  44. Use data processors to produce reports.
  45. Use graphic design programs to draw chemical formulas and their reactions.
  46. Use suitable strategies for the safe elimination of reagents.
  47. Work correctly with the formulas, chemical equations and magnitudes used in chemistry.

Content

1. Introduction (Lewis structures, resonance, coordinates and reaction profile).

2. Alcans (Constitutional isomerism, optical isomerism, enantiomers, diastereoisomers).

3. Halogenated derivatives (Structure and obtaining, nucleophilic substitution, reactions SN1 and SN2, eliminations).

4. Alkene and alkynes (Bond, isomers, properties, reactions, additions, oxidations).

5. Alcohols and ethers (Alcohols: structure and properties, obtaining and reactions, oxidation of alcohols, ethers: properties, synthesis, epoxides).

6. Aldehydes and ketones (The carbonyl group: structure and properties, obtaining aldehydes and ketones, reactions of oxidation, reduction and addition, keto-enol tautomerism).

7. Carboxylic acids and derivatives (Electronic structure, acidic character, physical properties, obtaining, derivatives, esters, lactones).

8. Nitrogen derivatives (Amines, properties, obtaining, ammonium salts).

9. Diens, polyens and benzene (Electronic structure, benzene-aromaticity, aromatic hydrocarbons, aromatic electrophilic substitution).

10. Benzene derivatives (Ring reactions, effect of substituents, nitrogen derivatives, phenols).

11. Polymers (Characteristics, obtaining, most important polymers, structure and properties).

 

 


Methodology

Theory classes

The student acquires the own knowledge of the subject attending the classes of theory that will complement with the individualized study.

Problems classes

The student consolidates the knowledge acquired in theory classes by solving problems. A dossier of exercises will be delivered that will have to be resolved throughout the course. A selected part of these exercises will be solved by problem teachers so that students learn the appropriate methodology to find the solutions. During this process, students' participation will be important. Teachers will help to develop the critical sense and logical reasoning, in order to increase the ability of students to solve problems.  

Classes of Practices

The laboratory classes focus on the learning of the basic techniques and to familiarize the student with the conditions of security that manipulation of chemical products requires. In order to be able to attend the sessions of laboratory practices, the student must justify having passed the security tests that will be found in the Virtual Campus and be aware of, and accept, the rules of operation of the laboratories of the Faculty.

 

 

Annotation: Within the schedule set by the centre or degree programme, 15 minutes of one class will be reserved for students to evaluate their lecturers and their courses or modules through questionnaires.


Activities

Title Hours ECTS Learning Outcomes
Type: Directed      
Laboratory practices 16 0.64 1, 2, 22, 9, 5, 11, 13, 15, 12, 26, 27, 16, 24, 17, 18, 19, 20, 40, 6, 7, 39, 4, 41, 25, 28, 29, 30, 31, 32, 34, 35, 33, 14, 36, 37, 38, 47, 8, 23, 42, 43, 46, 45, 44
Problems 12 0.48 22, 5, 10, 11, 13, 15, 24, 18, 19, 4, 41, 25, 28, 29, 30, 31, 32, 34, 35, 14, 38, 47, 45
Theory 26 1.04 1, 2, 22, 9, 5, 10, 11, 13, 15, 12, 24, 18, 19, 4, 41, 25, 28, 29, 30, 31, 32, 34, 35, 33, 14, 38, 47
Type: Supervised      
Tutorials 4 0.16
Type: Autonomous      
Homework 7.5 0.3 22, 10, 13, 16, 24, 32, 45, 44
Laboratory practices 3.5 0.14 1, 2, 22, 9, 5, 12, 26, 27, 16, 24, 17, 18, 19, 20, 40, 6, 7, 39, 4, 41, 25, 29, 32, 35, 33, 14, 36, 37, 38, 47, 8, 23, 42, 43, 46, 45, 44
Problems 13.5 0.54 1, 22, 5, 10, 11, 13, 15, 24, 18, 4, 41, 25, 28, 29, 30, 31, 32, 34, 35, 33, 38, 47, 45, 44
Theory 56.5 2.26 2, 22, 5, 10, 11, 13, 15, 24, 18, 19, 4, 25, 28, 30, 31, 32, 34, 35, 14, 38, 47

Assessment

"Continued evaluation"

The continuous evaluation of skills is organized in 3 modules, each of which will be assigned a specific weight in the final qualification:

- Written work module: the learning and use of a free nomenclature and molecular drawing program will be assessed with an individual work. This module will have an overall weight of 10%.

- Laboratory module: the student's performance in the laboratory will be evaluated and an exam will be taken with an overall weight of 20%.

- Written partial tests module: it will consist of two partial tests with a weight of 30% the first, and 40% the second.

In order to pass the subject, you must get at least 4 points out of 10 in each of the two written partial tests, the nomenclature work and the laboratory practices. The subject will be considered passed when the average of the modules is equal to or higher than 5 points out of 10.

- Students who do not pass the first and/or the second partial exam may take a make-up exam after the second partial exam. In order to make this recovery, the student is obliged to appear in the two partial exams.

- Students who do not finally obtain the minimum qualification required to pass each of the tests in the written partial tests module or the minimum qualification to pass the written assignments module or the Laboratory module, will not pass the subject. In this case, the maximum final grade will be 4.

-From the second registration of the subject, the student will not need to complete the written work module or the laboratory module if he/she achieved the skills of this part of the subject in the previous year.

 A student will obtain the grade of Non-Evaluable when the number of assessment activities carried out is less than 50% of those scheduled for the subject (the assignment, the two exams and the four practice sessions).

 

"Unique Assessment"

Students who have accepted the single assessment modality will have to take a "final test", a "Written Work" and a "practice exam". The final test will consist of a theory and problems exam where they will have to solve a series of exercises similar to those worked on in the Classroom Practice sessions. When they have finished, they will hand in the report of the "Written assignments" module that will have been submitted online at some point during the course. The Laboratory Practice exam will take place on the last day of the practice period together with the Continuous Assessment students.

In order to pass the subject, they must get at least 4 points out of 10 in each of the three previous activities.

The student's grade will be the weighted average of the three activities, where the theory and problems exam will account for 70% of the grade, the Laboratory Practice exam 20% and the report from the Written Assignments module the 10%.

If the final grade does not reach 5, the student has another opportunity to pass the subject through the recovery exam that will be held on the date set by the Degree coordinator.

From the second registration of the subject, the student will not need to complete the written work module or the laboratory module if he/she achieved the skills of this part of the subject in the previous year.


Assessment Activities

Title Weighting Hours ECTS Learning Outcomes
Laboratory module 20% 4 0.16 1, 2, 22, 9, 5, 11, 13, 15, 12, 26, 27, 16, 17, 18, 19, 21, 20, 40, 6, 7, 39, 4, 41, 28, 29, 30, 31, 32, 34, 35, 33, 14, 36, 37, 38, 8, 23, 42, 43, 46, 45, 44, 3
Module of partial written tests and examination of recovery 30% (first writen test) + 40% (second writen test) 6 0.24 2, 9, 10, 11, 13, 15, 18, 19, 20, 4, 41, 28, 29, 30, 31, 32, 34, 35, 38
Work of molecular naming and drawing 10% 1 0.04 22, 5, 10, 13, 24, 18, 4, 25, 29, 32, 35, 38, 47, 45

Bibliography

1.- i) Bruice, P.Y. Organic Chemistry, 8th Ed. Ed. Pearson Education, 2017 (ISBN 9781292160344, ISBN1292160349 ).

     ii) Bruice, P.Y. Essential Organic Chemistry, 3rd Ed. Ed. Pearson Education, 2016 (ISBN 9781292089034).

     iii) Bruice, P. Y. Química Orgánica, 5ª Edición, Ed. Pearson Educación, México, 2008 (ISBN 9789702607915).

2.- Solomons T.W.G. Química Orgánica, 3ª Ed. Ed. Limusa S.A. 2014 (Vol. 1: ISBN 10 9786070506963, Vol 2: 9786070506970).

3.- Carey F.A., Giuliano R.M. Química Orgánica, 9a Ed. Ed. McGraw-Hill, 2014 (ISBN 9786071512109).

4- IUPAC Nomenclatureof Organic Chemistry: 

    i) https://iupac.qmul.ac.uk/BlueBook/

    ii) https://publicacions.iec.cat/repository/pdf/00000195/00000013.pdf 

    iii) https://www.upo.es/depa/webdex/quimfis/docencia/quimbiotec/Nomenclatura_organica.pdf

5.- ACD/ChemSketch for Academic and Personal Use. A Free Comprehensive Chemical Drawing Package: http://www.freechemsketch.com

6.- Pulido F. Nomenclatura de Química Orgánica: http://es.slideshare.net/manoa21/nomenclatura-quimicaorganica-29646851?next_slideshow=1

7.- Rosso V. Química Orgánica Nomenclatura: http://es.slideshare.net/verorosso/qumica-orgnica-nomenclatura?qid=09239331-ba5c-4096-9104-dd4cb26fe630&v=qf1&b=&from_search=3

 

The course material will be found in the space of the subject of the Virtual Campus of the UAB. Among this material you will find: general information, marks of the final exam and any other information that is considered of interest to the students.

 


Software

ACD/ChemSketch for Academic and Personal Use. A Free Comprehensive Chemical Drawing Package: http://www.freechemsketch.com