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HELSINGIN YLIOPISTO HELSINGFORS UNIVERSITET UNIVERSITY OF HELSINKI MATEMAATTIS-LUONNONTIETEELLINEN TIEDEKUNTA MATEMATISK-NATURVETENSKAPLIGA FAKULTETEN FACULTY OF SCIENCE

Christian Franklin
christian.franklin@helsinki.fi Unit of Chemistry Teacher Education

Joonas Hippelinen
joonas.hippelainen@helsinki.fi Unit of Chemistry Teacher Education

FISCHERSPEIER ESTERIFICATION, ORGANIC SYNTHESIS & THE HISTORICAL METHOD


CREATING CHEMISTRY
Our experiment took a theme in chemistry and covered it in a new way. We presented the FischerSpeier esterification historically within a framework of the cumulative group orientated nature of science. This helped motivate the students and connect them with the content. [1] From the chemistry point of view the main idea was to review the chemistry of esters and teach the reaction mechanism of the esterification. The students also designed and carried out several different esterifications.

PUTTING IT INTO PRACTICE


After having considered the history, nature of science and chemistry behind the reaction, the students were ready for the practical part. First they had to design their synthesis. Once the design phase was completed, the students synthesised a number of esters and tried to identify the fragrances of the products.

HIGHLIGHTING HISTORY
To present a piece of the history of organic synthesis, we modelled the relationships between scientists using a concept map.

The life story of Emil Fischer as shown in the Prezi presentation used during the lesson. [3]

SORTING THE SYNTHESIS


Organic synthesis was historically contextualised. Synthesis design was also explained historically. Next, the students considered the FischerSpeier esterification, and the reaction mechanism was explained in detail. All of this primed the students for the practical phase of the lesson.

Reagents, products and their fragrances studied during the practical part. [4][5]

The esters synthesised in the experimental phase.

REFERENCES
Concept map illustrating the group dynamics that led to the development of the Fischer Speier esterification reaction. [2]
[1] Wieder, W. (2006). Science as story communicating the nature of science through historical perspectives on science. The American Biology Teacher, 68 (4), 200-205. [2] References can be found in the lesson plan and the Prezi presentation (http://prezi.com/-t4lo4-4-aqt/copy-of-org-synth/) [3] References can be found in the lesson plan and the Prezi presentation (http://prezi.com/-t4lo4-4-aqt/copy-of-org-synth/) [4] Johnson, K. Synthesis of Fragrant Esters. http://faculty.eicc.edu/kjohnson/labbook/physicalscience/esters.pdf, accessed 13.2.2012. [5] Athabasca University. Fischer Esterification: An ester from a carboxylic acid and an alcohol. http://science.pc.athabascau.ca/chem360.nsf/f8ba9a4e31825f6f87256b670061 9e85/$FILE/360Exp10-02.doc, accessed 13.2.2012.

The history section also contained a more focused look at the life story of Emil Fischer.

FischerSpeier esterification reaction mechanism.

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