Th emajor fragmentation of the following molecule occurs through the Mclafferty rearrangement . which of the following is expected to be the base peak in the mass spectrum?  I cleaved the compound on the bonds adjacent to the alpha and calculated the mass for the biggest fragment, which was m/z= 73. The answer is actually m/z =  86. Can someone give me a step by step on how to do this problem?

Chemistry & Chemical Reactivity
10th Edition
ISBN:9781337399074
Author:John C. Kotz, Paul M. Treichel, John Townsend, David Treichel
Publisher:John C. Kotz, Paul M. Treichel, John Townsend, David Treichel
Chapter3: Chemical Reactions
Section3.9: Classifying Reactions In Aqueous Solution
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Th emajor fragmentation of the following molecule occurs through the Mclafferty rearrangement . which of the following is expected to be the base peak in the mass spectrum?  I cleaved the compound on the bonds adjacent to the alpha and calculated the mass for the biggest fragment, which was m/z= 73. The answer is actually m/z =  86. Can someone give me a step by step on how to do this problem?

1. Locate alpha
2. cleare adjacent to the alpha (2 possibilities
here)
CyHq = √5 +
3. rearrange to get
W
original molecule:
wy
H
(= 4 (12)
0= 16
H=9
-
73
m/2=73
of
&
vite stw
of:^
Transcribed Image Text:1. Locate alpha 2. cleare adjacent to the alpha (2 possibilities here) CyHq = √5 + 3. rearrange to get W original molecule: wy H (= 4 (12) 0= 16 H=9 - 73 m/2=73 of & vite stw of:^
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