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  Home > JCE Print > Journal of Chemical Education > Issues > 2008  > November  >
In the Laboratory
Identification of Secondary Metabolites in Citrus Fruit Using Gas Chromatography and Mass Spectroscopy
Jean-Michel Lavoie and Esteban Chornet
Département de Génie Chimique, Faculté de Génie, Université de Sherbrooke, Sherbrooke, Québec, J1K 2R1

André Pelletier
Département de Chimie et Biochimie, Université de Moncton, Moncton, Nouveau-Brunswick, Canada, E1A 3E9

Cover
November 2008
Vol. 85 No. 11
p. 1555

Abstract
This experiment targets undergraduate students in an analytical or organic instructional context. Using a simple extraction, this protocol allows students to quantify and qualify monoterpenes in essential oils from citrus fruit peels. The procedures involve cooling down the peels by immersing them into icy water. After a few minutes, the chilled peels are pulped in a simple kitchen blender using acidic brine to hydrolyze the undesired fatty acids. Essential oils are extracted from the emulsion using methylene chloride and are then injected in a gas chromatograph coupled with a mass spectrometer. Among the fruit tested—limes, grapefruits, and oranges—all showed a high concentration of (R)-limonene, a monoterpenoid commonly found in these fruits. Students are invited to quantify (R)-limonene in the extracts following an accurate 5-point standard calibration curve. For students, this experiment may be a first contact with the analysis of plant extracts as well as an introduction to the biochemistry of monoterpenes.

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Citation
Lavoie, Jean-Michel; Chornet, Esteban; Pelletier, André. J. Chem. Educ. 2008, 85, 1555.
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Keywords
Alkenes; Analytical Chemistry; Collaborative / Cooperative Learning; Food Science; Gas Chromatography; Hands-On Learning / Manipulatives; Laboratory Instruction; Mass Spectrometry; Natural Products; Organic Chemistry; Plant Chemistry; Qualitative Analysis; Quantitative Analysis; Second-Year Undergraduate
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History
Created:
Last Updated:
9/19/2008
9/25/2008
 Caution! 
Experiments, laboratory exercises, lecture demonstrations, and other descriptions of the use of chemicals, apparatus, instruments, computers, and computer interfaces are presented in the Journal of Chemical Education as illustrative of new or improved ideas or concepts in chemistry instruction and are directed at qualified teachers. Although every effort is made to assure and encourage safe practices and safe use of chemicals, the Journal of Chemical Education cannot assume responsibility for uses made of its published materials. Many chemicals are hazardous. Precautions for the safe use of hazardous chemicals and directions for their proper disposal are described in the Material Safety Data Sheets and on the labels. We strongly urge all those planning to use materials from our pages to make choices and to develop procedures for laboratory and classroom safety in accordance with local needs and situations.
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