Chapter 12: Q65E (page 354)
Question: 21-65 Propose a structure for a compound, , that has the following
IR and1H NMR spectra:

Short Answer
The structure for a compound
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Chapter 12: Q65E (page 354)
Question: 21-65 Propose a structure for a compound, , that has the following
IR and1H NMR spectra:

The structure for a compound
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Camphor, a saturated monoketone from the Asian camphor tree, is used among other things as a moth repellent and as a constituent of embalmingfluid. If camphor has M+=152.1201 by high-resolution mass spectrometry,what is its molecular formula? How many rings does camphor have?
Question: What alkyl halides would you use to prepare the following ketones by an acetoacetic ester synthesis?

Identify all the acidic hydrogens () in the following molecules:

Show the structures of the fragments you would expect in the mass
spectra of the following molecules:

Question: The mass spectrum (a) and the infrared spectrum (b) of another unknown hydrocarbon are shown. Propose as many structures as you can.


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