Suppose you have two bottles, labeled ketone A and ketone B. You know that one bottle contains CH3CO(CH2)5CH3 and one contains CH3CH2CO(CH2)4CH3, but you do not know which ketone is in which bottle. Ketone A gives a fragment at m/z = 99 and ketone B gives a fragment at m/z = 113. What are the likely structures of ketones A and B from these fragmentation data?

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter12: Structure Determination: Mass Spectrometry And Infrared Spectroscopy
Section12.SE: Something Extra
Problem 39AP: Carvone is an unsaturated ketone responsible for the odor of spearmint. If carvone has M+=150 in its...
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Suppose you have two bottles, labeled ketone A and ketone B. You know that one bottle contains CH3CO(CH2)5CH3 and one contains CH3CH2CO(CH2)4CH3, but you do not know which ketone is in which bottle. Ketone A gives a fragment at m/z = 99 and ketone B gives a fragment at m/z = 113. What are the likely structures of ketones A and B from these fragmentation data?

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