Chapter 13: Q.13-42P (page 703)
The following off-resonance-decoupled carbon NMR was obtained from a compound of formula. Propose a structure for this compound and show which carbon atoms give rise to which peaks in the spectrum.

Short Answer

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Chapter 13: Q.13-42P (page 703)
The following off-resonance-decoupled carbon NMR was obtained from a compound of formula. Propose a structure for this compound and show which carbon atoms give rise to which peaks in the spectrum.


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The following spectra are taken from a compound that is an important starting material for organic synthesis. Determine the structure, first by considering each spectrum individually, and then by considering all the spectra together. Assign peaks to show that your proposed structure accounts for all the major features of each spectrum. DEPT information is given in blue on the carbon NMR


The following proton NMR spectrum is of a compound of molecular formula C3H80.

Determine the ratios of the peak areas in the following spectra. Then use this information, together with the chemical shifts, to pair up the compounds with their spectra. Assign the peaks in each spectrum to the protons they represent in the molecular structure.
Possible structures:


A compound was isolated as a minor constituent in an extract from garden cress. Its spectra are shown here.


A new chemist moved into an industrial lab where work was being done on oxygenated gasoline additives. Among the additives that had been tested, she found an old bottle containing a clear, pleasant-smelling liquid that was missing its label. She took the quick NMR spectrum shown and was able to determine the identity of the compound without any additional information. Propose a structure and assign the peaks. (Hint: This is a very pure sample.)

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