66683 - Organic Chemistry I with Laboratory

Learning outcomes

The course will give students a basic knowledge of the organic chemistry: organic compounds nomenclature, structure, and classification of the organic compounds;structure and reactivity of the main organic functional groups; structural-, regio-, and stereo-isomerism; structure and reactivity of the most important reactive intermediates; fundamental organic reactions mechanisms (e.g. electrophilic and nucleophilic substitution [both aliphatic and aromatic], additions, eliminations, nucleophilic addition and acyl substitution to carbonyl groups). Basic stereochemistry principles are also included in the course.

The laboratory part will deal with the most important techniques of organic chemistry: extraction with solvent, distillation, chromatograpy and crystallization. Some simple organic reactions will be held in the laboratory course.

Course contents

Theorethical part (53 hours)

-        Structure and chemical bond

-        Organic compounds: alkanes and conformational isomerism

-        Chemical Reactions: reaction rates and kinetics. Transition states and reaction intermadiates. Activation energy and reaction energy.

-        The reactions of alkenes. E/Z configurational isomerism and CIP rules.

-        The aromatic compounds and reactions: electrophilic addition and nuclephilic substitution

-        Basic stereochemistry. R/S chiral descriptors, priority rules and absolute configuration.

-        Synthesis and reactivity of alogenocompounds: substitution and elimination reactions.

-        Alcohols, phenols and ethers: preparation and reactivity.

-        Aldehydes and ketones: nucleophilic addition

-        Carboxylic acids and their derivatives: synthesis and reactivity

-        Alfa-substitution reactions and condensation of carbonylic compounds.

-        Synthesis and reactivity of amines. diazonium salts

Laboratory part (49 hours)

-        Security rules in the chemical laboratory.

-        Standard operating procedures.

-        First aid.

-        Laboratory apparatuses: glass apparatuses, heaters, vacuum pumps, rotating evaporators, log book.

-        Basic laboratory techniques: solvent extraction, crystallization, distillation, chromatography, TLC

-        Basic notions on the principal spectroscopic techniques: NMR, IR, mass spectroscopy.

-        Some practical experiences will be held in the chemical laboratory.

Readings/Bibliography

John McMurry
Organic Chemistry 7th edition
Brooks Cole
ISBN 978-0495118374

Daniel R. Palleros,

'Experimental Organic Chemistry',

John Wiley and Sons, Inc., New York, 2000.

ISBN 978-0-471-28250-1

 

James W. Zubrick,

'The Organic Chem Lab Survival Manual: A Student's Guide to Techniques', Sixth Edition,

Wiley, 2004.

ISBN 978-047-049-437-0

T W Graham Solomons , Craig B Fryhle

ORGANIC CHEMISTRY, 10° edition

John Wiley and sons

ISBN 978-0-470-40141-5

Teaching methods

Lessons and exercices (about 20% of the time). 6 to 8 laboratory experiences will be held durinf the course.

Assessment methods

The final examination will ensure the achievement of learning objectives. In particular, the  knowledge of the reactivity of the various functional groups of organic chemistry and the ability to identify the conditions and reagents necessary to perform a particular chemical transformation are required. Even the ability to plan a multi-step synthesis of an organic compound will make the final assessment.

Procedures: Written and oral examination at the end of the theorethical course. Written reports of the lab experiences will be also evaluated. The final score will be calculated as 2/3 of the score obtained in the theoretical part (0-24 points) and 1/3 of the scores obtained in the laboratory section (0-10 points).

Teaching tools

Sldes of the lessons will be available from the lecturers. A licence of ChembioOffice is available for all the students enrolled at the University of Bologna

Office hours

See the website of Andrea Mazzanti

See the website of Mariafrancesca Fochi