Macmillan Learning © Mass spectral analysis of 3,3-dimethyl-2-butanone results in several fragmentation pathways. Complete the mechanism, and draw the products for the fragmentation pathway that produces a mass spectrum peak at m/z 85. Include all nonbonding electrons and charges. H3C. H3C CH3 CH3 -e radical cationic intermediate Add electrons and the charge for the resulting radical cationic intermediate, and add curved arrows for the a-cleavage mechanism en route to m/z 85. a-cleavage a-cleavage products Draw the a-cleavage products based on the curved arrows (one cation and one neutral radical) that are consistent with a peak at m/z 85. Include all nonbonding electrons.

Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
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Mass spectral analysis of 3,3-dimethyl-2-butanone results in several fragmentation pathways. Complete the mechanism, and
draw the products for the fragmentation pathway that produces a mass spectrum peak at m/z 85. Include all nonbonding
electrons and charges.
H3C.
H3C
CH3
CH3
-e
radical cationic
intermediate
Add electrons and the charge for the resulting radical
cationic intermediate, and add curved arrows for the
a-cleavage mechanism en route to m/z 85.
a-cleavage
a-cleavage
products
Draw the a-cleavage products based on the curved
arrows (one cation and one neutral radical) that are
consistent with a peak at m/z 85. Include all
nonbonding electrons.
Transcribed Image Text:Macmillan Learning Mass spectral analysis of 3,3-dimethyl-2-butanone results in several fragmentation pathways. Complete the mechanism, and draw the products for the fragmentation pathway that produces a mass spectrum peak at m/z 85. Include all nonbonding electrons and charges. H3C. H3C CH3 CH3 -e radical cationic intermediate Add electrons and the charge for the resulting radical cationic intermediate, and add curved arrows for the a-cleavage mechanism en route to m/z 85. a-cleavage a-cleavage products Draw the a-cleavage products based on the curved arrows (one cation and one neutral radical) that are consistent with a peak at m/z 85. Include all nonbonding electrons.
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