Chapter 13: Q 49. (page 524)
Question: A chiral hydrocarbon X exhibits a molecular ion at 82 in its massspectrum. The IR spectrum of X shows peaks at 3300, 3000–2850, and 2250 cm-1. Propose a structure for X.
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Chapter 13: Q 49. (page 524)
Question: A chiral hydrocarbon X exhibits a molecular ion at 82 in its massspectrum. The IR spectrum of X shows peaks at 3300, 3000–2850, and 2250 cm-1. Propose a structure for X.
Answer

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Question:Suppose you have two bottles, labeled ketone A and ketone B. You know that one bottle contains and one contains but you do not know which ketone is in which bottle. Ketone A gives a fragment at m/z= 99 and ketone B givesa fragment at m/z= 113. What are the likely structures of ketones A and B from these fragmentation data?
Question: Propose two molecular formulas for each of the following molecular ions: (a) 72; (b) 100; (c) 73.
Question: What molecular ions would you expect for compounds having each of the following molecular formulas: (a); (b); (c); (d)?
Question: Benzene, toluene, and p-xylene (BTX) are often added to gasoline to boost octane ratings. What would be observed if a mixture of these three compounds were subjected to GC–MS analysis? How many peaks would be present in the gas chromatogram? What would be the relative order of the peaks? What molecular ions would be observed in the mass spectra?

Question: The mass spectrum of the following compound shows fragments at m/z = 127, 113, and 85. Propose structures for the ions that give rise to these peaks.

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