The mass spectrum of 2-methylpentan-3-ol is shown in FIGURE 10.8. What fragments can you identify?

S t r a t e g y

Calculate the mass of the molecular ion, and identify the functional groups in the molecule. Then write the fragmentation processes you might expect, and compare the masses of the resultant fragments with the peaks present in the spectrum.

Question

The mass spectrum of 2-methylpentan-3-ol is shown in FIGURE 10.8. What fragments can you identify?

S t r a t e g y

Calculate the mass of the molecular ion, and identify the functional groups in the molecule. Then write the fragmentation processes you might expect, and compare the masses of the resultant fragments with the peaks present in the spectrum.

Accepted Answer

2-Methylpentan-3-ol, an open-chain alcohol, has [latex]M^{+}[/latex]= 102 and might be expected to fragment by α cleavage and by dehydration. These processes
would lead to fragment ions of m/z = 84, 73, and 59. Of the three expected
fragments, dehydration is not observed (no m/z = 84 peak), but both a cleavages take place (m/z = 73, 59).

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