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ERIC Number: EJ925958
Record Type: Journal
Publication Date: 2011-Mar
Pages: 3
Abstractor: As Provided
Reference Count: 24
ISBN: N/A
ISSN: ISSN-0021-9584
An Undergraduate Organic Chemistry Laboratory: The Facile Hydrogenation of Methyl Trans-Cinnamate
O'Connor, Kenneth J.; Zuspan, Kimberly; Berry, Lonnie
Journal of Chemical Education, v88 n3 p325-327 Mar 2011
Hydrogenation of alkenes is an important reaction in the synthesis of organic molecules. In this experiment, students conduct a high-yield microscale hydrogenation reaction of methyl "trans"-cinnamate using a readily available, safe, and convenient hydrogen source. The conditions are similar to those seen in an organic chemistry textbook for an alkene hydrogenation: 5% Pd/C catalyst, 1 atm H[subscript 2], and room temperature. Students learn how to monitor the change in hydrogen pressure versus time using a Vernier LabQuest and a gas pressure sensor during the 45 min reaction time. The hydrogenation apparatus is easily constructed in 5 min. Students are able to demonstrate using the ideal gas law that the amount of alkene hydrogenated is equal to the decrease in hydrogen pressure. The structure of the saturated ester is confirmed by [superscript 1]H NMR spectroscopy. (Contains 4 notes and 2 figures.)
Division of Chemical Education, Inc and ACS Publications Division of the American Chemical Society. 1155 Sixteenth Street NW, Washington, DC 20036. Tel: 800-227-5558; Tel: 202-872-4600; e-mail: eic@jce.acs.org; Web site: http://pubs.acs.org/jchemeduc
Publication Type: Journal Articles; Reports - Descriptive
Education Level: Higher Education
Audience: N/A
Language: English
Sponsor: N/A
Authoring Institution: N/A