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.
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.
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).