Using Esters To Introduce Paradigms of Spin-Spin Coupling

作者：Smith Kyle T; Hamann Christian S^*

来源：Journal of Chemical Education, 2017, 94(1): 126-130.

DOI：10.1021/acs.jchemed.6b00397

• Second-Year Undergraduate
• Laboratory Instruction
• Organic Chemistry
• Hands-On Learning/Manipulatives
• Problem Solving/Decision.Making
• Constitutional Isomers
• Esters
• NMR Spectroscopy
• Student-Centered Learning

Students analyzed a set of 34 carboxylic esters using 'H nuclear magnetic resonance (NMR) spectroscopy to examine paradigmatic examples of spin spin coupling, a foundational concept used to determine molecular structure by NMR spectroscopy. The ester functional group provides excellent chemical shift dispersion so that students were able to analyze 'well-resolved peaks and to apply concepts of chemical shift, line shape, and integration to the analysis of molecular substructures. A laboratory activity combining molecular models, worksheets, and NMR data collection and analysis provided students with the ability to predict and to analyze spectra representing spin spin splitting for N = 0-6 (where N is the number of three-bond neighbors that are hydrogens).

• 出版日期2017-1