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?

The 'H NMR spectrum of compound A (C3H100) has four signals: a multiplet at 8 = 7.25-7.32 ppm (5 H), a singlet at d = 5.17 ppm (1 H), a quartet at d = 4.98 ppm (1 H), and a doublet at ô = 1.49 ppm (3 H). There are 6 signals in its 13C NMR spectrum. The IR spectrum has a broad absorption in the -3200 cm-1 region. Compound A reacts with KMNO4 in a basic solution followed by acidification to give compound B with the molecular formula C7H6O2. Draw structures for compounds A and B.

( find structure with detail explanation

Identify the structures of each compound from the given data.