Attendance at the presentation session, the laboratory practicum,
the interviews (of the supervised projects) and the mixed test are mandatory.
To pass the course is necessary to obtain greater or equal to 5 out of 10 and a
minimum return of 30%. Students whose average yield exceeds 4.9 points and that
do not meet the minimum performance in any of the activities will be assessed
as "unfit" and receive the grade of 4.9. We will only qualify as
"not submitted" to students who have participated in activities that
add less than 25% of the final grade.

The marks obtained in interviews and in the labs will remain in
the 2nd opportunity at July 2021. On the second opportunity, the students who
have not passed the continuous evaluation of the practical laboratory work
should take a practical laboratory test. Students who have passed the
continuous assessment of practical laboratory work must complete a written
mixed test to establish 30% of the grade. In the second opportunity, the
students will be able to present themselves to a new evaluation of the mixed test
to establish 30% of the grade. According to the academic regulations, students
are evaluated on the second occasion only choose honors if the maximum number
of these not completed in full at the earliest opportunity.

With regard to the successive academic years, the process of
teaching and learning, including assessment, refers to an academic year and
thus begins again with a new academic year, including all activities and
evaluation procedures that scheduled for that course.

In the case of students with recognition of part-time
dedication and academic exemption of assistance exemption, the professor may
fully or partly exempt any member of the student body to attend the ongoing
evaluation process. Students that is in this circumstance must pass a specific
test that leaves no doubt about achieving the powers of matter on two
occasions.

Learning outcomes	Study programme competences
Knowledge the characteristics and properties of organic compounds, their reactivity and the main reaction mechanisms, including stereochemical aspects	A1 A9 A23	B3 B4
Design, plan and execute synthesis of organic molecules. Conducting processes of isolation, purification and characterization. Ability to manage the literature and finding specific information in organic chemistry.	A15 A17 A21 A22 A26	B2
Knowledge of fundamental characteristics of organic compounds and the most important methods of preparation and structural determination of these compounds.	A9 A17 A19 A20	B3
Carry out organic chemistry experiments independently and handling reagents safely. Manage scientific instrumentation in organic chemistry laboratory and interpret the results.	A1 A9 A10 A15 A17 A19 A20 A22	B2 B4	C1
Ability to manage literature, as well as a search of specific information in Organic Chemistry.	A15 A22	B3	C3

Topic	Sub-topic
Presentation	Methods, programmed activities and evaluation criteria
Carbonyl group. Reduction reactions, synthesis of commercially interesting products	Experiment 1a: Vainilline reduction with sodium borohydride. Experiment 1b: Methyl diantilis synthesis.
Alkenes, alkyl halides, alcohols and epoxides. Electrophilic addition to unsaturated systems, bimilecular nucleophilic substitution ans rearrangenments.	Experiment 2: Stereospecific synthesis of anti-2-bromo-1,2-diphenylethanol from trans-stilbene.
Aromatic compounds and electrophilic aromatic substitution. Introduction to protecting groups.	Experiment 3: Synthesis of p-nitroaniline from aniline.
Carboxylic acid derivatives. Nucleophilic substitution through addition-elimination.	Experiment 4a: Synthesis of ethyl acetate. Experiment 4b: Synthesis of isoamyl acetate.
Sustainable chemistry. Reactions without solvents.	Experiment 5: Synthesis of N-(2-hydroxy-3-methoxybenzyl)-N-p-tolylacetamide.
Carbonyl compounds and reactions in alpha position.	Experiment 6a: Synthesis of dibenzalacetone ((E,E)-1,5-diphenyl-1,4-pentadien-3-one) from acetone and benzaldehyde through aldol condensation. Experiment 6b: Synthesis of ketone alfa,beta-unsaturated (6-etoxicarbonyl-3,5-diphenyl-2-cyclohexanone) through Michael reactions and aldol condensation.
Dienes. Diels-Alder reaction	Experiment 7: Synthesis of exo- and endo-7-oxabicyclo[2.2.1]hept-5-en-2,3-dicarboxy-N-phenylimide from N-phenylmaleimide
Polifunctional compounds. Multistep synthesis	Experiment 8a: Synthesis of benzylic acid from benzaldehyde. Experiment 8b: Synthesis of 3-methylcyclohexen-2-one trough Robinson annulation and decarboxylation Experiment 8c: Stereoselective reduction of benzoin adn synthesis of 4,5-diphenyl-2,2-dimethyl-1,3-dioxolan Experiment 8d: Regioselective epoxydation of (R)-carvone. Experiment 8e:Synthesis of local anesthetic benzocaine (ethyl p-aminobenzoate).
Organophosphorous compounds. Olefination reactions.	Experiment 9: Synthesis of cynnamic acid through Wittig reaction.
Heterocyclic compounds. Synthesis. Green chemistry and pharmacologicaly interesting heterocycles.	Experiment 10a: Synthesis of 6-methylquinolin through Skraup reaction. Experiment 10b: Synthesis of 1,6-dihydropyridines through Hantzsch reaction in solventless conditions. Práctica 10c: Synthesis of Fischer indole: preparation of 1,2,3,4-tetrahydrocarbazole.
Carbohydrates. Kinetic and thermodinamic control. Protecting groups. Sugars as chiral precursors.	Experiment 11a: Synthesis of beta- and alpha-D-glucose pentaacetates. Experiment 11b: Synthesis of 2,3-O-isopropyliden-L-erithrose from L-arabinose
Amino acids and peptides	Experiment 12: Synthesis of methyl N-acetyl-L-prolyl-L-phenylalaninate from its amino acids.

Methodologies / tests	Competencies	Ordinary class hours	Student’s personal work hours	Total hours
Introductory activities	A1 A10 A15 A21 A22 A23 A26 B2 B3 C1	2	0	2
Supervised projects	A1 A9 A10 A15 A20 A23 A26 B2 B3 B4 C1 C3	12	36	48
Laboratory practice	A1 A4 A9 A15 A16 A17 A18 A19 A20 A21 A22 A23 A24 A26 B2 B3 B4 C1	44	44	88
Mixed objective/subjective test	A1 A4 A9 A10 A15 A18 A19 A20 A21 A22 A23 B2 B3 B4 C1	2	8	10

Personalized attention		2	0	2

(*)The information in the planning table is for guidance only and does not take into account the heterogeneity of the students.

Methodologies	Description
Introductory activities	A session is programmed in a only group in which students will be exposed to the teaching methodology, planned activities and the evaluation criteria to be applied during the course program. Available resources will be presented on the website of matter and the dates on which the experiences and interviews will be conducted for students to organize their previous work indicated. Finally accurate information will be provided for students to start preparing for the first practice.
Supervised projects	Tutored work includes assistance to 6 classroom sessions up to 2 hours, in which he will supervise and evaluate the work of the independent student for the preparation of the labs. It will be held one interview per lab. Before the start of the interviews, students must have completed the previous work every practice in the laboratory notebook, which can be replaced in some cases by a report of the preparatory work done to be delivered to the teacher. During interviews, the teacher will resolve the doubts that may arise and will evaluate the work done. The preparation work practices should include calculations, experimental procedures and mounts necessary for the experience as well as an explanation of the mechanisms involved in the processes and solutions to questions of scripts to follow.
Laboratory practice	There will be 13 sessions of up to four hours of work, where students will do some of the planned experiments are scheduled. Prior to entering the laboratory, from a screenplay experience and bibliographic information available on the website of the subject, the student must work independently in the preparation of each experience way. During laboratory sessions, simultaneously with the completion of the experiments so, students must develop a laboratory notebook, which collect the calculations, the experimental procedures and the necessary setups. The teacher will review the laboratory notebook for each student in each practice After each practice, which may require several laboratory sessions, students must complete notebook with the results and conclusions, where the answers to the questions the script will include the structural elucidation of the compounds obtained and the data on its performance and purity.
Mixed objective/subjective test	There will be a final written exam, in order to objectively assess the degree of assimilation and the applicability of the contents of the subject by students is scheduled in May.

Methodologies	Competencies	Description	Qualification
Supervised projects	A1 A9 A10 A15 A20 A23 A26 B2 B3 B4 C1 C3	Self-made work done by the student for the autonomous preparation of the laboratory practices and attendance and participation during the interviews will be assessed.	40
Laboratory practice	A1 A4 A9 A15 A16 A17 A18 A19 A20 A21 A22 A23 A24 A26 B2 B3 B4 C1	A continuous evaluation of the work in the laboratory where the interest and dedication of the students is taken into account, proper planning and organization of work, respect for the safety and skill achieved in laboratory operations will be conducted. The rating of this part includes the assessment of laboratory notebook.	30
Mixed objective/subjective test	A1 A4 A9 A10 A15 A18 A19 A20 A21 A22 A23 B2 B3 B4 C1	In a joint test, the student must explain in writing and carried out similar to the practices in the laboratory experience program. From the data provided in the statement (description and amounts of the starting materials and products structure synthesize) shall: (1) make all necessary calculations, (2) propose appropriate experimental procedures for the preparation and purification compounds, (3) describe the required assemblies and (4) propose reaction mechanisms that explain the processes involved.	30

Assessment comments
Attendance at the presentation session, the laboratory practicum, the interviews (of the supervised projects) and the mixed test are mandatory. To pass the course is necessary to obtain greater or equal to 5 out of 10 and a minimum return of 30%. Students whose average yield exceeds 4.9 points and that do not meet the minimum performance in any of the activities will be assessed as "unfit" and receive the grade of 4.9. We will only qualify as "not submitted" to students who have participated in activities that add less than 25% of the final grade. The marks obtained in interviews and in the labs will remain in the 2nd opportunity at July 2021. On the second opportunity, the students who have not passed the continuous evaluation of the practical laboratory work should take a practical laboratory test. Students who have passed the continuous assessment of practical laboratory work must complete a written mixed test to establish 30% of the grade. In the second opportunity, the students will be able to present themselves to a new evaluation of the mixed test to establish 30% of the grade. According to the academic regulations, students are evaluated on the second occasion only choose honors if the maximum number of these not completed in full at the earliest opportunity. With regard to the successive academic years, the process of teaching and learning, including assessment, refers to an academic year and thus begins again with a new academic year, including all activities and evaluation procedures that scheduled for that course. In the case of students with recognition of part-time dedication and academic exemption of assistance exemption, the professor may fully or partly exempt any member of the student body to attend the ongoing evaluation process. Students that is in this circumstance must pass a specific test that leaves no doubt about achieving the powers of matter on two occasions.

Basic	Rodríguez Yunta, M. J.; Gómez Contreras, F. (2008). Curso Experimental en Química Orgánica . Madrid. Síntesis. Harwood, L. M.; Moody, C. J.; Percy, J. M. (1998). Experimental Organic Chemistry. Standard and microscale. Oxford. Blackwell Science. Mohrig, J. R.; Hammond, C. N.; Morrill, T. C.; Neckers, D. C. Organic Chemistry: A Balanced Approac (1998). Experimental Organic Chemistry: A Balanced Approach Organic Chemistry: A Balanced Approach Macroscale and Microscale . New York. Freeman Mohrig, J. R.; Hammond, C. N.; Schatz, P. F.; Morrill, T. C. (2003). Modern projects and experiments in organic chemistry miniscale and standard taper microscale . New York. Freeman Martínez Grau, Mª A.; Csaky, A. G. (1998). Técnicas Experimentales en Síntesis Orgánica . Madrid. Síntesis.

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