66683 - Organic Chemistry I with Laboratory

Learning outcomes

When the course ends, the students develop a basic knowledge of the Organic Chemistry. The basics are: naming and structure of organic compounds; graphical drawing of the chemical structure of organic compounds, structure and reactivity of the functional groups, isomeric structures concepts, regio- and stereoisomerism, structure and reactivity of reactive intermediates. A second set of required concepts includes simple organic reactions: electrophilic and nucleophilic substitution to aliphatic and aromatic systems; addition and elimination reactions; nucleophilic addition and nucleophilic substitution to carbonyls. The students learn also the main experimental techniques employed in organic chemistry: distillation, solvent extraction, crystallization and chromatograpy, the methodologies employed in simple organic reactions and the classic characterization methods. Finally, the students grow sensitivity to the risks involved in the laboratory techniques, how to use the individual safety devices and how to manage and dispose of glass devices and chemicals.

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 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 the sum of the score obtained in the theoretical part (0-24 points) and of the scores obtained in the laboratory section (0-10 points).

Scores over 31 will imply the "cum laude" final score.

Teaching tools

Sldes of the lessons will be available from the lecturers. https://virtuale.unibo.it

Office hours

See the website of Michele Mancinelli

See the website of Giorgio Bencivenni