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.

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.

Organic Chemistry: A Guided Inquiry

2nd Edition

ISBN:9780618974122

Author:Andrei Straumanis

Publisher:Andrei Straumanis

Chapter8: Addition Via Carbocation

Section: Chapter Questions

Problem 11E

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