Identifying Data 2016/17
Subject (*) Profundización en Química Orgánica Code 610509004
Study programme
Mestrado en Investigación Química e Química Industrial (plan 2016)
Descriptors Cycle Period Year Type Credits
Official Master's Degree Yearly
First Obligatoria 3
Language
Spanish
Teaching method Face-to-face
Prerequisites
Department Química Fundamental
Coordinador
Sarandeses Da Costa, Luis Alberto
E-mail
luis.sarandeses@udc.es
Lecturers
Martinez Cebeira, Monstserrat
Sarandeses Da Costa, Luis Alberto
E-mail
monserrat.martinez.cebeira@udc.es
luis.sarandeses@udc.es
Web
General description Esta materia enmárcase dentro da Formación Obrigatoria Avanzada, onde completa o coñecemento dos principais mecanismos das reaccións orgánicas, os métodos para a súa determinación e profúndase na metodoloxía sintética utilizada na preparación de compostos orgánicos. Resulta imprescindible para abordar as materias das diferentes especialidades.

Study programme competencies
Code Study programme competences
A1 Define concepts, principles, theories and specialized facts of different areas of chemistry.
A2 Suggest alternatives for solving complex chemical problems related to the different areas of chemistry.
A4 Innovate in the methods of synthesis and chemical analysis related to the different areas of chemistry
B1 Possess knowledge and understanding to provide a basis or opportunity for originality in developing and / or applying ideas, often within a research context
B4 Students should be able to communicate their conclusions, and the knowledge and the reasons that support them to specialists and non-specialists in a clear and unambiguous manner
B5 Students must possess learning skills to allow them to continue studying in a way that will have to be largely self-directed or autonomous.
B7 Identify information from scientific literature by using appropriate channels and integrate such information to raise and contextualize a research topic
B10 Use of scientific terminology in English to explain the experimental results in the context of the chemical profession
B11 Apply correctly the new technologies to gather and organize the information to solve problems in the professional activity.

Learning aims
Learning outcomes Study programme competences
Know in full the main mechanisms of organic reactions. AC1
AC2
AC4
BC1
BC4
BC5
BC7
BC10
BC11
Know the main methods used in the determination of mechanism in organic chemistry. AC1
AC2
AC4
BC1
BC4
BC5
BC7
BC10
BC11
Study in depth the synthetic methodology used in the preparation of organic compounds. AC1
AC2
AC4
BC1
BC4
BC5
BC7
BC10
BC11

Contents
Topic Sub-topic
Topic 1. Mechanisms of organic reactions Introduction: reaction mechanisms, transition state, activation energy. Thermodynamic and kinetic control. Effect of solvent. Hammond postulate, Curtin-Hammett principle. Determination of reaction mechanisms. Effect of substituents: Hammett equation. Isotope effects. Acid and base catalysis. Characterization of intermediates.
Topic 2. Pericyclic reactions. Frontier orbital theory. Woodward and Hoffmann rules. Cycloadditions: Diels-Alder reaction, [2 + 2], [3 + 2]. Sigmatropic rearrangements: Claisen, Cope, [2,3], [1, n], ene, cheletropic. Electrocyclic reactions.
Topic 3. Radicals and carbenes. Structure. Preparation of radicals. Radical reactions: coupling, addition, fragmentation and transpositions. Formation of C-C inter- and intramolecular. Radical formation induced by metals. Carbenes. Diazomethane. Carbenes types. Reactions of carbenes: insertion into C-H bonds, rearrangements, metathesis.
Topic 4. Photochemical reactions. General principles. Photochemistry and orbital structure. Photochemistry of carbonyl compounds, alkenes and dienes, and aromatics.
Topic 5. Synthetic methods and applications. Introduction. Protecting groups. Synthetic equivalents. Retrosynthetic analysis: disconnections, chemoselectivity, functional group interconversion. Asymmetric synthesis, chiral pool, auxiliaries and chiral reagents, asymmetric catalysis. Examples.

Planning
Methodologies / tests Competencies Ordinary class hours Student’s personal work hours Total hours
Guest lecture / keynote speech A1 A2 A4 B7 B10 B11 16 16 32
Problem solving A1 A2 A4 B1 B7 B10 B11 6 18 24
Mixed objective/subjective test A1 A2 A4 B1 B4 B5 B7 B10 B11 2 0 2
 
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
Methodologies Description
Guest lecture / keynote speech Lección impartida polo profesor que pode ter formatos diferentes (teoría, problemas e/ou exemplos xerais, directrices xerais da materia...). O profesor pode contar con apoio de medios audiovisuais e informáticos pero, en xeral, os estudantes non necesitan manexalos en clase. Habitualmente estas clases seguirán os contidos dun Manual de referencia proposto na Guía Docente da materia. A asistencia a estas clases non é obrigatoria, pero resulta moi recomendable.
Problem solving Clase teórico/práctica na que se propoñen e resolven aplicacións da teoría, problemas, exercicios. O alumno participa activamente nestas clases de distintas formas: entrega de exercicios ao profesor (algúns dos propostos en boletíns de problemas que o profesor entrega aos alumnos coa suficiente antelación); resolución de exercicios na aula, etc. O profesor pode contar con apoio de medios audiovisuais e informáticos pero, en xeral, os estudantes non os manexarán en clase. Inclúense as probas de avaliación se as houber. A asistencia a estas clases é obrigatoria.
Mixed objective/subjective test O exame final versará sobre a totalidade dos contidos da materia.

Personalized attention
Methodologies
Problem solving
Description
Scheduled by the teacher and coordinated by the Center. In general, each student will account for two hours per semester and subject. Monitoring activities as directed exercises, clarification of doubts about the theory or practice, problems, exercises, readings or other proposed tasks are proposed; and the presentation, presentation, discussion or comment made work individually or in small groups. In many cases the teacher will require students exercises delivery prior to the celebration of mentoring. These deliveries will come included in the calendar of activities to be undertaken by students throughout the course in the Teaching Guide of the corresponding subject. Attendance at these classes is mandatory.

Assessment
Methodologies Competencies Description Qualification
Mixed objective/subjective test A1 A2 A4 B1 B4 B5 B7 B10 B11 O exame final versará sobre a totalidade dos contidos da materia. 60
Problem solving A1 A2 A4 B1 B7 B10 B11 A avaliación continua terá un peso do 40% na cualificación da materia e constará de dous compoñentes: clases de resolución de problemas e seminarios. A resolución de problemas e casos prácticos computará un 20%. Terase en conta así mesmo a asistencia e participación do alumno (10%). 30
 
Assessment comments

Sources of information
Basic Carey, F. A.; Sundberg, R. J. (2007). Advanced Organic Chemistry; 5th Ed.. Springer
Smith, M. B.; March, J. (2013). March's Advanced Organic Chemistry; 7th Ed.. Wiley
Clayden, J.; Greeves, N.; Warren, S. (2012). Organic Chemistry, 2nd Ed.. Oxford University press

Complementary


Recommendations
Subjects that it is recommended to have taken before

Subjects that are recommended to be taken simultaneously
Profundización en Química Analítica/610509001
Profundización en Química Física/610509002
Profundización en Química Inorgánica/610509003

Subjects that continue the syllabus
Análise Estrutural Avanzado/610509005
Mecanismos de reacción e catálise/610509009
Compostos organometálicos en síntese e catálise /610509011
Síntese estereoselectiva/610509012
Produtos e técnicas sintéticas/610509013

Other comments


(*)The teaching guide is the document in which the URV publishes the information about all its courses. It is a public document and cannot be modified. Only in exceptional cases can it be revised by the competent agent or duly revised so that it is in line with current legislation.