For each of the molecules shown, predict the structure of at least one major fragment in the mass spectrum.
(d)

Propose a fragmentation to account for each numbered peak in the mass spectrum of n-butyl isopropyl ether.

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In the mass spectrum of hexan-3-ol, identify the fragments arising from two α-cleavage fragmentations and one dehydration fragmentation.

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Suggest three ways that the following tertiary amine can fragment by α-cleavage. At which m/z would you expect to see peaks corresponding to these fragments?

The base peak in Figure 14.51 has m/z 45. Suggest a molecular formula and a structure for this fragment.

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For each of the molecules shown, predict the structure of at least one major fragment in the mass spectrum.

(e)

Identify the peaks in the mass spectrum of octan-4-one that correspond to (a) α-cleavage.

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For each of the molecules shown, predict the structure of at least one major fragment in the mass spectrum.

(b)

The molecular ion (M) is significant in the mass spectrum of benzyl fluoride, but it is barely present in the mass spectrum of benzyl iodide. Why might this be the case?

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