Guías Docentes Electrónicas
1. General information
Course:
ORGANIC CHEMISTRY I
Code:
57309
Type:
CORE COURSE
ECTS credits:
9
Degree:
409 - CHEMISTRY
Academic year:
2022-23
Center:
1 - FACULTY OF SCIENCE AND CHEMICAL TECHNOLOGY
Group(s):
20  23 
Year:
2
Duration:
AN
Main language:
Spanish
Second language:
Use of additional languages:
English Friendly:
Y
Web site:
Bilingual:
N
Lecturer: ENRIQUE DIEZ BARRA - Group(s): 20  23 
Building/Office
Department
Phone number
Email
Office hours
San Alberto Magno
QUÍMICA INORG., ORG., Y BIOQ.
3435
enrique.diez@uclm.es

Lecturer: MARIA ANTONIA HERRERO CHAMORRO - Group(s): 20  23 
Building/Office
Department
Phone number
Email
Office hours
Irica
QUÍMICA INORG., ORG., Y BIOQ.
6657
mariaantonia.herrero@uclm.es

Lecturer: ANTONIO DE LA HOZ AYUSO - Group(s): 20  23 
Building/Office
Department
Phone number
Email
Office hours
San Alberto Magno
QUÍMICA INORG., ORG., Y BIOQ.
3463
antonio.hoz@uclm.es

Lecturer: ANDRES MORENO MORENO - Group(s): 20  23 
Building/Office
Department
Phone number
Email
Office hours
San Alberto Magno
QUÍMICA INORG., ORG., Y BIOQ.
3464
andres.moreno@uclm.es

Lecturer: MARIA DEL PILAR PRIETO NUÑEZ-POLO - Group(s): 20  23 
Building/Office
Department
Phone number
Email
Office hours
San Alberto Magno
QUÍMICA INORG., ORG., Y BIOQ.
3487
mariapilar.prieto@uclm.es

Lecturer: MARIA DEL PRADO SANCHEZ VERDU - Group(s): 20  23 
Building/Office
Department
Phone number
Email
Office hours
S. Alberto Magno, 2ª planta
QUÍMICA INORG., ORG., Y BIOQ.
3465
mariaprado.sanchez@uclm.es

2. Pre-Requisites

It is recommended to have studied the subject Chemistry of the basic module and to have registered the subject Organic Chemistry II.

3. Justification in the curriculum, relation to other subjects and to the profession

The subject of Organic Chemistry is included in the module of Fundamentals of Chemistry in the Degree of Chemistry. It is designed to develop the concepts and fundamental data of Organic Chemistry, to show the experimental evidence that supports these concepts, to apply these data and concepts to the resolution of chemical problems and to demonstrate that this subject evolves rapidly and that it plays a key role in modern technological developments in very diverse fields, from biology to materials science, influencing in a fundamental way all aspects of daily life.

The subject Organic Chemistry I is compulsory, annual and corresponds to the second year of the degree in which the foundations of the different areas of Chemistry are initiated. The subject consists of 9 credits, of which 6 are theoretical and are studied in the first semester, and the remaining three are practical, being studied in the second semester. It is the first subject of Organic Chemsitry, and it deals with the basic concepts that will be extended in the subjects Organic Chemistry II, Organic Chemistry III and Extension of Organic Chemistry.

 


4. Degree competences achieved in this course
Course competences
Code Description
CB02 Apply their knowledge to their job or vocation in a professional manner and show that they have the competences to construct and justify arguments and solve problems within their subject area.
E01 Understand and use chemical terminology, nomenclature, conventions and units
E03 Handle chemicals safely and with respect to the environment
E05 Know the chemical elements and their compounds, their forms of obtaining, structure, properties and reactivity, as well as the main techniques for their analysis
E06 Know the structural properties of chemical compounds, including stereochemistry, as well as the main structural research techniques
E09 Know the kinetics of chemical change, including catalysis and reaction mechanisms
G01 Know the principles and theories of Chemistry, as well as the methodologies and applications characteristic of analytical chemistry, physical chemistry, inorganic chemistry and organic chemistry, understanding the physical and mathematical bases that require
G02 Be able to gather and interpret data, information and relevant results, obtain conclusions and issue reasoned reports on scientific, technological or other problems that require the use of chemical tools
T03 Proper oral and written communication
T07 Ability to work as a team and, where appropriate, exercise leadership functions, fostering the entrepreneurial character
T11 Ability to obtain bibliographic information, including Internet resources
5. Objectives or Learning Outcomes
Course learning outcomes
Description
Encourage and promote in the student all those values ¿¿and attitudes inherent to scientific activity.
Know the main aspects of the terminology and nomenclature in Organic Chemistry
Recognize the main reactive intermediates and the influence of stereoelectronic effects on their stability and reactivity
Acquire the ability to interpret the experimental results, relating each experimental stage with the theoretical knowledge acquired
Know the basic principles of Organic Chemistry.
To ensure that the student is able to search and select information in the field of Organic Chemistry and that he / she is capable of processing and presenting it adequately both orally and in writing, developing his / her synthesis capacity, being critical and objective
To develop in the student the capacity of initiative to pose and solve concrete problems of Organic Chemistry, as well as to interpret the obtained results
Develop your ability to work as a team.
Acquire the necessary practical training to apply it in your professional life. Know the main methods of isolation, purification and characterization of organic compounds
Acquire the ability to handle chemical reagents and organic compounds safely.
Acquire an awareness of environmental protection developing the idea that Organic Chemistry should be used to improve the quality of life.
Learn to work autonomously in a laboratory and know how to interpret the experimental results obtained.
Know the stereochemistry of organic compounds and the stereoselectivity of the main reactions.
Know the structure of the main organic functional groups
Know the utility of the spectroscopic techniques in Organic Chemistry
Additional outcomes
Not established.
6. Units / Contents
  • Unit 1: THE CHEMICAL BOND. Introduction to Organic Chemistry. Atoms, electrons and orbitals. Ionic Bonding. Covalent bonding: Lewis structures. Formal charges. Molecular orbitals. Molecular orbitals of the hydrogen molecule Electronic structure of the carbon atom: Hybridization sp3: The bond in methane. sp2 hybridization: The bond in ethylene sp hybridization: The bond in acetylene. Polar covalent bonding and electronegativity Dipole moment. Electronic effects: Inductive effect. Conjugative effect and resonance. Other types of bonding: influence on the physical properties of organic compounds Structural formulas of organic molecules. Types of isomers.
  • Unit 2: PERSPECTIVE OF ORGANIC REACTIONS. Concept of functional group. Main functional groups. Types of organic reactions. Reaction mechanisms: ionic and radical reactions, how they occur. Concept of electrophilic and nucleophilic Energy and transition state diagrams. Reaction intermediates: Structure of carbocations, free radicals, carbanions and carbenes. Stability of carbocations. Stability of free radicals. Stability of carbanions.
  • Unit 3: ALKANES AND CYCLOALKANES. Classes of hydrocarbons. Introduction to alkanes. Sources of alkanes and cycloalkanes. Concept of isomerism: Butanes, pentanes and higher alkanes. IUPAC nomenclature of alkanes and cycloalkanes. Concept of radical: Alkyl groups. Physical properties of alkanes and cycloalkanes. Combustion of alkanes. Oxidation-reduction in Organic Chemistry: Oxidation states.
  • Unit 4: CONFORMATIONS OF ALKANES AND CYCLOALKANES. Concept of conformation: conformational isomers. Conformational analysis of ethane, butane and higher alkanes. Conformational analysis of cycloalkanes. Small rings: cyclopropane and cyclobutane. Cyclopentane. Cyclohexane: Axial and equatorial bonds, ring inversion, conformational analysis of monosubstituted cyclohexanes. Conformational analysis of disustituted cyclohexanes. Medium and large rings. Polycyclic systems. Heterocyclic compounds.
  • Unit 5: STEREOCHEMISTRY. Optical activity. Polarimeter. Chirality. Molecules with a chiral center: Enantiomers. Racemic. Chiral center and asymmetric carbon atom. Symmetry in aquiral structures. Absolute and relative configuration. Fischer's projection formulas. Cahn-Ingold-Prelog R-S notation system Chiral molecules with two stereogenic centers: Diastereoisomers. Meso forms. Physical properties of stereoisomers. Pseudo-asymmetric centers. Epimers. Non-carbon stereogenic centers. Chirality without chiral centers. Resolution of racemics.
  • Unit 6: ALKENES. Nomenclature. Structure and bonding. E-Z stereoisomery. Sequence rules. Physical properties. Relative stability of alkenes: combustion heats Preparation of alkenes: Elimination reactions. Hydrogenation. Stereochemistry. Electrophilic addition reactions: Mechanism and orientation Addition of hydrogen halides. Regioselectivity: Markovnikov rule. Rearrangements. Addition of sulphuric acid. Hydration of alkenes catalyzed by acid. Oximercuriation-demercuriation. Hydroboration-oxidation. Mechanism. Addition of halogens. Mechanism: Halonium ions. Conversion of alkenes into halohydrines. Oxidation of Alkenes: Hydroxylation. Epoxidation. Ozonolysis. Oxidation with strong oxidizing agents. Hydrogen bromide radical addition: mechanism.
  • Unit 7: ALKYNES. Nomenclature. Structure and bonding. Sources of alkynes. Physical properties. Acetylene acidity and terminal alkynes. Preparation of Alkynes: Alkylation of acetylene and terminal alkynes. Elimination reactions. Reactions of Alkynes: Addition of halogen. Addition of hydrogen halides. Addition of water. Hydroboration-oxidation. Hydrogenation. Reduction with metal-ammonium. Oxidative ruture of alkynes.
  • Unit 8: CONJUGATION AND POLYMERIZATION. The allyl group. Types of dienes. Bonding in allenes. Relative stabilities of alkadienes. Electronic delocalization of conjugated dienes. Preparation of dienes. Addition of hydrogen halides to conjugated dienes. Addition of halogens to dienes Diels-Alder reactions. Stereo-selectivity. Polymerization of alkenes and dienes.
  • Unit 9: ARENES AND AROMATICITY. Nomenclature. Sources of aromatic hydrocarbons. Benzene: structure and stability. Kekulé formulation of the structure of benzene. Description of the benzene bond by resonance. Aromaticity: Hückel's rule. Cyclobutadiene and cyclooctetraene. Anulenes. Aromatic ions. Heterocyclic aromatic compounds. Polycyclic aromatic hydrocarbons. Physical properties. Reduction reactions. Reactions in the side chain: halogenation of alkylbenzenes by free radicals Oxidation of alkylbenzenes. Preparation of alkylbenzenes. Addition reactions of alkyl benzenes.
  • Unit 10: REACTIONS OF ARENES. ELECTROPHILIC AROMATIC SUBSTITUTION. Electrophilic aromatic substitution of benzene. Mechanism of the electrophilic aromatic substitution. Nitration. Sulfonation. Halogenation. Friedel-Crafts Alkylation and acylation. Synthesis of alkylbenzenes by acylation-reduction. Reaction rated and orientation of the electrophilic aromatic substitution. Effects of substitutes in the electrophilic aromatic substitution: activating and deactivating substitutes. Halogens as substituents. Regioselective synthesis of disubstituted and polysubstituted aromatic compounds. Synthesis of polycyclic aromatic compounds. Substitution reaction in naphthalene. Substitution reaction in heterocyclic aromatic compounds.
  • Unit 11: SPECTROSCOPY. Electromagnetic radiation. Quantified energy states. Proton Nuclear Magnetic Resonance Spectroscopy (1H-RMN). Nuclear shielding and chemical shift. Chemical shift and molecular structure. Interpretation of proton NMR spectra. Spin-spin coupling. Splitting patterns. Carbon 13 Nuclear Magnetic Resonance (13C-NMR). Spectrum interpretation. Infrared (IR) spectroscopy. Ultraviolet-visible spectroscopy (UV-VIS). Mass spectrometry.
7. Activities, Units/Modules and Methodology
Training Activity Methodology Related Competences ECTS Hours As Com Description
Class Attendance (theory) [ON-SITE] Lectures CB02 E01 E05 E06 G01 T03 1.08 27 Y N
Class Attendance (practical) [ON-SITE] Practical or hands-on activities E01 E03 E05 E06 G02 T03 T07 1.6 40 Y Y
Workshops or seminars [ON-SITE] Problem solving and exercises E01 E03 E05 E09 T03 0.72 18 Y N
Group tutoring sessions [ON-SITE] Group tutoring sessions E01 T03 0.04 1 Y N
Study and Exam Preparation [OFF-SITE] Self-study T11 5.36 134 N N
Progress test [ON-SITE] Assessment tests 0.08 2 Y N
Final test [ON-SITE] Assessment tests 0.12 3 Y Y
Total: 9 225
Total credits of in-class work: 3.64 Total class time hours: 91
Total credits of out of class work: 5.36 Total hours of out of class work: 134

As: Assessable training activity
Com: Training activity of compulsory overcoming (It will be essential to overcome both continuous and non-continuous assessment).

8. Evaluation criteria and Grading System
Evaluation System Continuous assessment Non-continuous evaluation * Description
Progress Tests 70.00% 0.00%
Laboratory sessions 15.00% 15.00%
Final test 0.00% 85.00%
Assessment of problem solving and/or case studies 15.00% 0.00%
Total: 100.00% 100.00%  
According to art. 6 of the UCLM Student Evaluation Regulations, it must be provided to students who cannot regularly attend face-to-face training activities the passing of the subject, having the right (art. 13.2) to be globally graded, in 2 annual calls per subject , an ordinary and an extraordinary one (evaluating 100% of the competences).

Evaluation criteria for the final exam:
  • Continuous assessment:
    Evaluation criteria not defined
  • Non-continuous evaluation:
    Evaluation criteria not defined

Specifications for the resit/retake exam:
Evaluation criteria not defined
Specifications for the second resit / retake exam:
Evaluation criteria not defined
9. Assignments, course calendar and important dates
Not related to the syllabus/contents
Hours hours
Class Attendance (practical) [PRESENCIAL][Practical or hands-on activities] 40
Study and Exam Preparation [AUTÓNOMA][Self-study] 134

Unit 1 (de 11): THE CHEMICAL BOND. Introduction to Organic Chemistry. Atoms, electrons and orbitals. Ionic Bonding. Covalent bonding: Lewis structures. Formal charges. Molecular orbitals. Molecular orbitals of the hydrogen molecule Electronic structure of the carbon atom: Hybridization sp3: The bond in methane. sp2 hybridization: The bond in ethylene sp hybridization: The bond in acetylene. Polar covalent bonding and electronegativity Dipole moment. Electronic effects: Inductive effect. Conjugative effect and resonance. Other types of bonding: influence on the physical properties of organic compounds Structural formulas of organic molecules. Types of isomers.
Activities Hours
Class Attendance (theory) [PRESENCIAL][Lectures] 4
Workshops or seminars [PRESENCIAL][Problem solving and exercises] 2

Unit 2 (de 11): PERSPECTIVE OF ORGANIC REACTIONS. Concept of functional group. Main functional groups. Types of organic reactions. Reaction mechanisms: ionic and radical reactions, how they occur. Concept of electrophilic and nucleophilic Energy and transition state diagrams. Reaction intermediates: Structure of carbocations, free radicals, carbanions and carbenes. Stability of carbocations. Stability of free radicals. Stability of carbanions.
Activities Hours
Class Attendance (theory) [PRESENCIAL][Lectures] 2
Workshops or seminars [PRESENCIAL][Problem solving and exercises] 1

Unit 3 (de 11): ALKANES AND CYCLOALKANES. Classes of hydrocarbons. Introduction to alkanes. Sources of alkanes and cycloalkanes. Concept of isomerism: Butanes, pentanes and higher alkanes. IUPAC nomenclature of alkanes and cycloalkanes. Concept of radical: Alkyl groups. Physical properties of alkanes and cycloalkanes. Combustion of alkanes. Oxidation-reduction in Organic Chemistry: Oxidation states.
Activities Hours
Class Attendance (theory) [PRESENCIAL][Lectures] 1
Workshops or seminars [PRESENCIAL][Problem solving and exercises] 1

Unit 4 (de 11): CONFORMATIONS OF ALKANES AND CYCLOALKANES. Concept of conformation: conformational isomers. Conformational analysis of ethane, butane and higher alkanes. Conformational analysis of cycloalkanes. Small rings: cyclopropane and cyclobutane. Cyclopentane. Cyclohexane: Axial and equatorial bonds, ring inversion, conformational analysis of monosubstituted cyclohexanes. Conformational analysis of disustituted cyclohexanes. Medium and large rings. Polycyclic systems. Heterocyclic compounds.
Activities Hours
Class Attendance (theory) [PRESENCIAL][Lectures] 2
Workshops or seminars [PRESENCIAL][Problem solving and exercises] 1

Unit 5 (de 11): STEREOCHEMISTRY. Optical activity. Polarimeter. Chirality. Molecules with a chiral center: Enantiomers. Racemic. Chiral center and asymmetric carbon atom. Symmetry in aquiral structures. Absolute and relative configuration. Fischer's projection formulas. Cahn-Ingold-Prelog R-S notation system Chiral molecules with two stereogenic centers: Diastereoisomers. Meso forms. Physical properties of stereoisomers. Pseudo-asymmetric centers. Epimers. Non-carbon stereogenic centers. Chirality without chiral centers. Resolution of racemics.
Activities Hours
Class Attendance (theory) [PRESENCIAL][Lectures] 3
Workshops or seminars [PRESENCIAL][Problem solving and exercises] 2
Group tutoring sessions [PRESENCIAL][Group tutoring sessions] 1
Progress test [PRESENCIAL][Assessment tests] 1

Unit 6 (de 11): ALKENES. Nomenclature. Structure and bonding. E-Z stereoisomery. Sequence rules. Physical properties. Relative stability of alkenes: combustion heats Preparation of alkenes: Elimination reactions. Hydrogenation. Stereochemistry. Electrophilic addition reactions: Mechanism and orientation Addition of hydrogen halides. Regioselectivity: Markovnikov rule. Rearrangements. Addition of sulphuric acid. Hydration of alkenes catalyzed by acid. Oximercuriation-demercuriation. Hydroboration-oxidation. Mechanism. Addition of halogens. Mechanism: Halonium ions. Conversion of alkenes into halohydrines. Oxidation of Alkenes: Hydroxylation. Epoxidation. Ozonolysis. Oxidation with strong oxidizing agents. Hydrogen bromide radical addition: mechanism.
Activities Hours
Class Attendance (theory) [PRESENCIAL][Lectures] 5
Workshops or seminars [PRESENCIAL][Problem solving and exercises] 3

Unit 7 (de 11): ALKYNES. Nomenclature. Structure and bonding. Sources of alkynes. Physical properties. Acetylene acidity and terminal alkynes. Preparation of Alkynes: Alkylation of acetylene and terminal alkynes. Elimination reactions. Reactions of Alkynes: Addition of halogen. Addition of hydrogen halides. Addition of water. Hydroboration-oxidation. Hydrogenation. Reduction with metal-ammonium. Oxidative ruture of alkynes.
Activities Hours
Class Attendance (theory) [PRESENCIAL][Lectures] 2
Workshops or seminars [PRESENCIAL][Problem solving and exercises] 2

Unit 8 (de 11): CONJUGATION AND POLYMERIZATION. The allyl group. Types of dienes. Bonding in allenes. Relative stabilities of alkadienes. Electronic delocalization of conjugated dienes. Preparation of dienes. Addition of hydrogen halides to conjugated dienes. Addition of halogens to dienes Diels-Alder reactions. Stereo-selectivity. Polymerization of alkenes and dienes.
Activities Hours
Class Attendance (theory) [PRESENCIAL][Lectures] 2
Workshops or seminars [PRESENCIAL][Problem solving and exercises] 1

Unit 9 (de 11): ARENES AND AROMATICITY. Nomenclature. Sources of aromatic hydrocarbons. Benzene: structure and stability. Kekulé formulation of the structure of benzene. Description of the benzene bond by resonance. Aromaticity: Hückel's rule. Cyclobutadiene and cyclooctetraene. Anulenes. Aromatic ions. Heterocyclic aromatic compounds. Polycyclic aromatic hydrocarbons. Physical properties. Reduction reactions. Reactions in the side chain: halogenation of alkylbenzenes by free radicals Oxidation of alkylbenzenes. Preparation of alkylbenzenes. Addition reactions of alkyl benzenes.
Activities Hours
Class Attendance (theory) [PRESENCIAL][Lectures] 2
Workshops or seminars [PRESENCIAL][Problem solving and exercises] 1

Unit 10 (de 11): REACTIONS OF ARENES. ELECTROPHILIC AROMATIC SUBSTITUTION. Electrophilic aromatic substitution of benzene. Mechanism of the electrophilic aromatic substitution. Nitration. Sulfonation. Halogenation. Friedel-Crafts Alkylation and acylation. Synthesis of alkylbenzenes by acylation-reduction. Reaction rated and orientation of the electrophilic aromatic substitution. Effects of substitutes in the electrophilic aromatic substitution: activating and deactivating substitutes. Halogens as substituents. Regioselective synthesis of disubstituted and polysubstituted aromatic compounds. Synthesis of polycyclic aromatic compounds. Substitution reaction in naphthalene. Substitution reaction in heterocyclic aromatic compounds.
Activities Hours
Class Attendance (theory) [PRESENCIAL][Lectures] 3
Workshops or seminars [PRESENCIAL][Problem solving and exercises] 3

Unit 11 (de 11): SPECTROSCOPY. Electromagnetic radiation. Quantified energy states. Proton Nuclear Magnetic Resonance Spectroscopy (1H-RMN). Nuclear shielding and chemical shift. Chemical shift and molecular structure. Interpretation of proton NMR spectra. Spin-spin coupling. Splitting patterns. Carbon 13 Nuclear Magnetic Resonance (13C-NMR). Spectrum interpretation. Infrared (IR) spectroscopy. Ultraviolet-visible spectroscopy (UV-VIS). Mass spectrometry.
Activities Hours
Class Attendance (theory) [PRESENCIAL][Lectures] 1
Workshops or seminars [PRESENCIAL][Problem solving and exercises] 1
Group tutoring sessions [PRESENCIAL][Group tutoring sessions] 1
Final test [PRESENCIAL][Assessment tests] 3

Global activity
Activities hours
10. Bibliography and Sources
Author(s) Title Book/Journal Citv Publishing house ISBN Year Description Link Catálogo biblioteca
 
Brown, W. Howard. Organic chemistry / Cengage Learning, 978-1-305-58035-0 2016 Ficha de la biblioteca
Bruice, Paula Yurkanis Organic Chemistry Pearson Education 978-84-8322-979-8 2017 https://www.pearson.com/us/higher-education/product/Bruice-Organic-Chemistry-8th-Edition/9780134042282.html Ficha de la biblioteca
Carey, Francis A. Organic Chemistry McGraw Hill 978-0-07-351121-4 2017 https://www.mheducation.com/highered/product/organic-chemistry-carey-giuliano/M9780073511214.html Ficha de la biblioteca
Ege, Seyhan Organic chemistry: structure and reactivity Hougton Mifflin Company 0-618-31809-7 2004 Ficha de la biblioteca
García Calvo-Flores, Francisco Problemas resueltos de química orgánica Paraninfo 978-84-9732-458-8 2015 https://www.paraninfo.es/catalogo/9788497324588/problemas-resueltos-de-quimica-organica Ficha de la biblioteca
McMurry, John Organic Chemistry Cengage learning 978-1-305-08048-51-3 2016 https://www.cengagebrain.co.uk/shop/isbn/9781305080485 Ficha de la biblioteca
Quiñoá Cabana, Emilio Cuestiones y ejercicios de química orgánica : una guía de estudio McGraw-Hill 9788448607128 2015 https://www.mheducation.es/9788448607128-spain-bl-cuestiones-y-ejercicios-de-quimica-organica-una-guia-de-autoevaluacion-libro-digital Ficha de la biblioteca
Quiñoá Cabana, Emilio Nomenclatura y representación de los compuestos orgánicos : McGraw-Hill 978-84-481-4363-3 2010 https://www.mheducation.es/9788448143633-spain-nomenclatura-y-representacion-de-los-compuestos-organicos Ficha de la biblioteca
Solomons, T. W. Graham Organic Chemistry Limusa Wiley 978-1-118-87576-6 2016 https://www.wiley.com/en-us/Organic+Chemistry%2C+12th+Edition-p-9781118875766 Ficha de la biblioteca
Straumanis, Andrei Organic chemistry: a guided inquiry Houghton Mifflin 0-618-30852-0 2004 Ficha de la biblioteca
Vollhardt, K. Peter C. Organic Chemistry. Structure and Function Omega 978-1-4641-2027-51-4 2018 https://macmillanlearning.com/Catalog/product/organicchemistry-eighthedition-vollhardt Ficha de la biblioteca
Wade, L. G. , Jr. Organic Chemistry Pearson/Prentice Hall 978-607-32-3847-2 2017 https://www.pearson.com/us/higher-education/program/Wade-Organic-Chemistry-Plus-Mastering-Chemistry-with-Pearson-e-Text-Access-Card-Package-9th-Edition/PGM203813.html Ficha de la biblioteca



Web mantenido y actualizado por el Servicio de informática