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Acid-Catalyzed Enolization of β-TetraloneBrahmadeo Dewprashad, Anthony Nesturi, and Joel Urena This experiment allows students to use 1H NMR to compare the rates of substitution of benzylic and non-benzylic a hydrogens of -tetralone and correlate their findings with predictions made by resonance theory. Dewprashad, Brahmadeo; Nesturi, Anthony; Urena, Joel. J. Chem. Educ.2008, 85, 829.
Aldehydes / Ketones |
Isotopes |
Mechanisms of Reactions |
NMR Spectroscopy |
Reactive Intermediates |
Resonance Theory |
Synthesis
Synthesis and Characterization of 9-Hydroxyphenalenone Using 2D NMR TechniquesBenjamin Caes and Dell Jensen Jr. The synthesis of 9-Hydroxyphenalenone produces a planar multicyclic beta-ketoenol, the tautomerization of which results in C2v symmetry on the NMR time scale, thus simplifying the spectra and providing a unique structure for teaching 2D NMR spectroscopy. Caes, Benjamin; Jensen, Dell, Jr. J. Chem. Educ.2008, 85, 413.