Course Overview

> THIS COURSE IS DIVIDED IN 2:
    I. _Organic Chemistry 3 (CO3)_:is a continuation of CO1 and CO2
(see the 4TPM213U course). Students will understand the reactivity of
organic halogenated compounds (nucleophilic substitutions and
eliminations), oxygen- (alcohols, phenols, ethers), sulfur- (thiols,
sulfides) and nitrogen-containing compounds (amines).
    II._Organic Chemistry 4 (CO4)_:is an overview of the carbonyl
function reactivity. Students will understand the reactivity of
carbonyl compounds (aldehydes and ketones) and carboxylic acid
derivatives (carboxylic acids, amides, esters).

Learning Achievement

Competence

Course prerequisites

High-school diploma.

Grading Philosophy

> 3 written exams:

- Exam CO3 - 1h00, 20% weight of overall mark (October).
- Exam CO4 - 1h00, 20% weight of overall mark (December).
- Final exam CO3+CO4 - 1h30, 60% weight of overall mark (January)
- The first session takes place in January. In case of failure, a
second session is organized for the final exam, either as a written
final exam or an oral session depending on the number of failed
students. This 2nd session takes place at the end of June.

Course schedule

I. CO3
> Alkyl halides

- General properties, synthesis, nucleophilic substitutions (SN1,
SN2), eliminations (E1, E2), competition between SN and E reactions,
organometallics (Grignard reagents).

> Oxygen compounds

- Alcohols: properties, synthesis, reactivity (alkali metal
alkoxides, Williamson ether synthesis, esterification, nucleophilic
substitutions, eliminations, rearrangements, oxidation reactions);
Phenols: properties, synthesis, reactivity; Ethers: properties,
synthesis and reactivity of epoxydes.

> Sulfur compounds

- General properties, synthesis and reactivity of thiols and sulfides

> Nitrogen compounds

- General properties, synthesis, alkylation and acylation of amines,
Hoffmann elimination, Sandmeyer reaction.

II. CO4
> Aldehydes and ketones

- General properties, geometry, carbon-oxygen double bond properties,
acidic hydrogens. Nucleophilic additions onto carbonyl derivatives:
acid-base catalysis, study of various nucleophiles (oxygen, nitrogen,
carbon, hydride). Acidic properties of alpha carbonyl hydrogens.
Keto-enol equilibrium, enols, enolate. Alpha carbon racemization,
alpha halogenation, alpha alkylation, aldol condensation, Mannich
reaction. Redox reactions: catalytic hydrogenation, hydride reduction,
conversion to alkanes (Wolff-Kischner reduction). Metal mediated
oxidation, Bayer-Villiger oxidation.

> Carboxylic acids and derivatives

- Physical and chemical properties, acids derivatives (esters, acid
anhydrides, acyl halides, amides, nitriles). Nucleophilic substitution
onto carboxylic acid derivatives, addition-elimination mechanism.
Esterification reaction, hydrolysis, saponification, amide synthesis,
alcohol acylation. Reactivity in alpha position of esters (Claisen
reaction, Dieckmann cyclisation, malonic and acetoacetic synthesis,
decarboxylation of beta keto acids). Organometallics addition, hydride
reduction

Course type

- Lectures are taught in French but all written supports are available in English: 18 x 1 hour and 20 minutes. - Practical sessions  are taught in English: 20 x 1 hour and 20 minutes.

Online Course Requirement

Instructor

Other information

Duration: 14 weeks

Language of instruction: French and English
Mode of delivery: Face-to-face teaching

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