alpha cleavage

MS 914 - Mass Spec Practice Submitted by Matt on August 6, 2011.

Textbook and Chapter: Carey and Giuliano 8th Ed. (2010), Chapter 13

Keywords: alpha cleavage, heterolytic cleavage, homolytic cleavage, mass spec

Description: Goes over alpha-cleavage and the McLafferty rearrangement in mass spectrometry.
(Alpha cleavage is more important to know than the McLafferty rearrangement)

Total Problems: 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).

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.