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Organic Chemistry II

Code: EQ203     Acronym: QOII

Instance: 2005/2006 - 1S

Active? Yes
Responsible unit: Department of Chemical and Biological Engineering
Course/CS Responsible: Chemical Engineering

Cycles of Study/Courses

Acronym No. of Students Study Plan Curricular Years Credits UCN Credits ECTS Contact hours Total Time
LEQ 100 Plano Oficial EQ a partir 2003 2 3 6 -

Teaching language

English

Objectives

To teach the pupils the differences that exists between reactions of: electrophilic addiction, electrophilic aromatic substitution, nucleophilic aromatic substitution, addiction and substitution by radicals, nucleophilic addiction, nucleophilic substitution, oxidation and reduction.
- Simultaneously, sensetizes them for the diversity of behaviours evidenced for the different organic compound classes that are presented to them in the theoretical and practical lessons.
- To endow the pupils with capacity to relate and identify these types of reactions and compounds with practical applications.
- Finally to provide the knowledge necessary to elaborate complex organic compound strategies from a simpler compound basis.

Program

Theoretical component: Physic methods by structure: UV, IV e RMN spectroscopic. Reactivity structural Effects (revision). Aromatic compounds: Definition and examples. Aromatic compounds Reaction: electrophilic aromatic substitution; Aryl diazonium salts - substitution and coupling reaction; nucleophilic aromatic substitution; Reaction of arenes. Nucleophilic addiction to the carbonyl group– aldehydes e Ketones: H2O, CN-, RNH2 and R2NH, alcohols, Grignard reagents addition. Aldol condensation and crossed Aldol Condensation. Cannizzaro reaction. Reduction of carbonyl Compounds. Oxidation of aldheydes. Nucleophilic substitution to the carbonyl group – Carboxylic acids derivates Reaction; Grignard reagents substitution. Examples of organic compound synthesis; Synthesis of some used organic composites in the industry.
Laboratory work:
- 1 week about synthesis Reaction. Reaction, reaction work-up, purification and identification of product. Laboratory and environment safety rules. Safety notes and Waste disposal.
- One week of presentation and explanation of the laboratorial works. Theoretical concepts for each work. Technical details.
– 6 weeks of laboratorial lessons - accomplishment of 7 practical works
– 1 week for resolution of exercises on Infrared spectroscopic.
– 1 week for resolution of exercises on 1H RMN
– 1 week for the accomplishment of the laboratorial examination
– 1 week for doubts clarification and resolution of an examination model.
Practical works:
T1- Esterification: synthesis of Isoamyl acetate (Flavor synthesis). Simple distillation purification;
T2 - Synthesis of o-acetoxibenzoic acid. Crystallisation purification;
T3 - electrophilic aromatic substitution: Preparation of Nitrobenzene
T4 - Aldol condensation: Preparation of 1,5-difenil-1,4-pentadiene-3-one. Crystallisation purification;
T5 - Preparation of a detergent: Synthesis of sodium lauryl sulfate
T6 - Aryl diazonium salts coupling reaction: Preparation of methyl orange;
T7- Polymerisation: Preparation of a polyamide ( nylon 66); T8 – Structure determination of organics molecules: Interpretation of Protonic Nuclear Magnetic resonance(1H RMN) and infrared (IV) spectra. Accomplished through to the length of one semester

Mandatory literature

Becker, Heinz G. O. 070; Organikum. ISBN: 972-31-0704-X
Lehman, John W.; Operational organic chemistry. ISBN: 0-13-841917-5
T. W.G. Solomons; Organic Chemistry, 6 ed.
Lúcia Santos; Química Orgânica II - documentação de apoio às aulas teóricas
Morrison, R.; Química orgânica. ISBN: 972-31-0513-6
Lúcia Santos; Química Orgânica II - documentação de apoio às aulas práticas, 2003

Complementary Bibliography

P. Sykes; Guia de mecanismos de Química Orgânica
March, Jerry; Advanced organic chemistry. ISBN: 0-471-60180-2
Carey, Francis A; Organic Chemistry. ISBN: 0-07-114092-1
Pavia, Donald L.; Introduction to spectroscopy. ISBN: 0-03-058427-2
S. Marmor; Laboratory Methods in Organic Chemistry , 1989
Ault, Addison; Techniques and experiments for organic chemistry. ISBN: 0-205-08752-3
Budavari, Susan 340; The Merck index. ISBN: 0911910-12-3

Teaching methods and learning activities

Theoretical lectures:
Oral exposition of the subjects supported by the blackboard and transparencies(everytime the need to present more complex schematics arise). Students are motivated to participate and to deduce the subjects.
Clarification of questions related with the exposition; Resolution of some problems related with the lesson, wich will be subject of home work if is not possible its conclusion in the lesson time.
Laboratory works:
Notions of safety and laboratory good practices are emphasised.
Methodologies used and interpretation of experimental results is discussed with the students.
Clarification of the inherent risks to the experiences that will be carried through – how to act on eventual accidents; clarification of doubts placed by the pupils (questions on the use of the material and theoretical concepts relative to the experiences);
Clarification of pupils questions, related with the work to carry through;
using the blackboard, the pupils are requested to write some of the mechanisms related with the experiences they have to carry through;
Correction of the ‘Previous Report’ already elaborated by the pupil as home work .

Evaluation Type

Distributed evaluation without final exam

Assessment Components

Description Type Time (hours) Weight (%) End date
Subject Classes Participação presencial 70,00
Total: - 0,00

Eligibility for exams

Conditions for frequency attainment :
The frequency to disciplines is gotten by the pupils whom
i) do not exceed the number it of lacks allowed;
ii) have carried through 5 practical works at the very least; iii) have carried through the laboratorial examination and iv) whose classification of the practical lessons (Np) should be > 9,5 values (in 20)

Calculation formula of final grade

Formula of calculation of Final Grade (Cf):
Cf = 0.75 Nt + 0.25 Np
Where:
Cf - Final Grade
Nt- arithmetic mean of the 3 theoretical tests
Np – classification of the practical lessons

ii) For the pupils whom had gotten frequency to disciplines in previous years before 2002/2003:
Cf = Nt

Examinations or Special Assignments

The pupils that should not make the frequency in accordance with the rules a) and b) of number 3 of the article 4th of the General Norms of Evaluation, and that have not gotten it, will have to carry through a laboratorial examination in the week of the last laboratorial lesson of discipline.

Special assessment (TE, DA, ...)

They must have gotten frequency and they will be submited to an examination, whose final classification, Cf, will be equal to the classification gotten in this examination, Nex.

Classification improvement

Ways to improve the final/distributed classification:
The improvement of classification to disciplines will at the time be gotten with the accomplishment of a 2nd examination, being the final classification:
iCf = 0.75 Nex + 0.25 Np
Being:
Cf – Final Classification
Nex- Examination Classification
Np - Classification of the practical lessons

ii) For the pupils which had gotten frequency to the discipline in years before 2002/2003:
Cf = Nex
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