The H NMR of isoborneol (below, drawn next camphor for reference) is quite compl

Question

The H NMR of isoborneol (below, drawn next camphor for reference) is quite complex. Nevertheless, comparison of 'H NMR spectra of pure isoborneol with your product can be useful to valuate the success of your oxidation. a. On the isoborneol structure below, draw and label the proton that corresponds to the diagnostic resonance at 3.5 ppm. b. Describe how comparison of the isoborneol spectrum below with the spectrum of your reaction product could help you determine whether your oxidation was successful. Note: You cannot rely on peak counting, since many of the upfield resonances overlap c. Referring to specific peak frequencies, describe how "C NMR could be used to distinguish isoborneol from camphor. H NMR Spectrum for Isoborneol isoborneol camphor CH3 HO 3 2 8 7 6 ppm HSP-49-733

Explanation / Answer

In the case of Isoborneol, there is a signal at 3.5 ppm corresponds to OH proton while it dissappears.

In CNMR, Isoborneol shows a signal at 75 ppm which corresponds to Carbon attached to Oxygen of OH group while in the case of Camphor a signal appears at nearly 200 ppm corresponds to carbonyl carbon of ketone of camphor.

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