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A Laboratory Assignment in 1H NMR Spectroscopy: A Comparative Analysis of Calculated and Experimental 1H NMR Chemical Shifts
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Abstract
A computer program is used to determine the proton NMR chemical shifts of endo- and exo-norbornenyl ketones and these values are compared to the experimental values. As part of an undergraduate spectroscopy course, the differences in chemical shifts between the actual and the calculated values serve to underscore the importance of through-space shielding effects. However, a reasonable estimate of the proton NMR chemical shifts could not be obtained for the photoproduct of the endo-norbornenyl ketone. In this case, model substrates can be used to resolve this discrepancy and to facilitate the assignment of proton chemical shifts.
Keywords (Audience):
Second-Year UndergraduateKeywords (Domain):
Laboratory InstructionKeywords (Pedagogy):
Computer-Based LearningKeywords (Subject):
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This article has been cited by 3 ACS Journal articles (3 most recent appear below).
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- Received: August 03, 2009
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