NMR spectroscopy is the most powerful
tool for determining
the
structures of chemicals. It is applied in a broad range of scientific
disciplines, including physics, structural biology, material science,
medicine, and chemistry. Interpreting NMR spectra is part of the core
skill set mainly of organic chemists. In 2022 we introduced the educative
website presenting 200 spectral tasks of various difficulties. The website
collected more than 428,000 submitted solutions over 20 months and
thus provides the largest data set of responses to NMR assignments.
By analyzing the structures submitted by users of the website, we
identified patterns of the most common mistakes, which might be useful
in devising new teaching strategies. Here, we present three case studies
of the most common sources of spectral misinterpretation–recognition
of the structures of isomeric esters, determination of substitution
positions in disubstituted benzenes, and recognition of intramolecular
hydrogen bonding in 1H spectra–based on more than
28,000 answers collected at and recommend how to amend the frontal teaching about these problems.