The Chemical EducatorISSN: 1430-4171 (electronic version) Abstract Volume 20
(2015) pp 254-255 Investigation of Intramolecular Hydrogen Bonds using 1H NMR Spectroscopy: An Organic Chemistry Laboratory for Life-Science MajorsLindsey O. Davis* Department of Chemistry, Berry College, P.O. Box 495016, Mount Berry, GA 30149, ldavis@berry.edu Published: 25 September 2015 Abstract. We present a laboratory experiment that covers the concepts of synthesis, NMR, and hydrogen bonding for a second-semester organic chemistry class for life-science majors. Two imines are synthesized from the addition of para-toluidine to either ortho- or para-vanillin through a solvent-less reaction. Students use their acquired 1H NMR spectra of each imine to determine which imine possesses an intramolecular hydrogen bond. This experiment helps provide a clear connection between organic chemistry and biological sciences.
Key Words: Laboratories and Demonstrations; organic chemistry; NMR; life-science majors (*) Corresponding author. (E-mail: ldavis@berry.edu) Article in PDF format (99 KB) HTML format Supporting Materials: Student handout for the laboratory including pre-laboratory and laboratory report questions, copies of 1H NMR spectra of imines 1 and 2, and notes to the instructor are available. (78 KB)
|