Brown 6th Ed. (2011)
CH 14: Mass Spectrometry

Solutions can be seen at mendelset.com/chapters/1171


  1. 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.

  2. 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.

  3. 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).