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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Question: Propose structures for compounds that fit the following mass-spectral data:
(a) A hydrocarbon with
(b) A hydrocarbon with
(c) A hydrocarbon with
Question: 2-Methylpentane (C6H14)has the mass spectrum shown. Which peak
represents? Which is the base peak? Propose structures for fragment
ions of m/z=71, 57, 43, and 29. Why does the base peak have the mass it does?

Assume that you are carrying out the base-induced dehydrobromination of 3-Bromo-3-methyl pentane (Section 11-7) to yield an alkene. How could you use IR spectroscopy to tell which of three possible elimination products is formed, if one includes E/Z isomers?
Predict the product and provide the complete electron-pushing mechanism for the following two-step synthetic processes:

Carvone is an unsaturated ketone responsible for the odour of spearmint. If carvone hasin its mass spectrum and contains three double bonds and one ring, what is its molecular formula?
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