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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The reaction of (Z)-2-pentene with water and a trace of H₂SO₄ forms two products. Identify the products from their mass spectra.

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A mass spectrum shows significant peaks at m/z = 87, 115, 140, and 143. Which of the following compounds is responsible for that mass spectrum?

The mass spectrum for a compound with molecular weight of 102 is shown below. Its IR spectrum has a broad, strong absorption at 3600 cm^–1 and a medium absorption at 1360 cm^–1.

b. Show the mechanism for formation of the peak at m/z = 84.

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

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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.

(d)

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

(e)