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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Using curved arrows, show the principal fragments you would expect to see in the mass spectrum of each of the following compounds:

c.

The mass spectra of 1-methoxybutane, 2-methoxybutane, and 2-methoxy-2-methylpropane are shown below. Match each compound with its spectrum.

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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?

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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