Textbook: Brown 6th Ed. (2011)

Chapter 14: Mass Spectrometry

Practice Problems (No matching mendel sets were found.)

Individual Problems

Problem # 657

The mass spec of chlorocyclohexane shows a peak at m/z = 83.

Use curved arrows to show the heterolytic cleavage that accounts for this fragment.

Problem # 658

The mass spec of methyl ethyl ether shows peaks at m/z = 45 and 59.

Use hooks to show the alpha cleavages that result in these two fragments.

Problem # 659

The mass spec of 4-nonanone shows peaks at m/z = 58, 71, 86, 99.

Using curved arrows or hooks, show how each of these fragments can form via alpha cleavage or the McLafferty rearrangement. (and draw the structure of the indicated species in the appropriate box).