896 mL vapour of a hydrocarbon ‘A’ having carbon 87.80% and hydrogen 12.19% weighs 3.28g at STP. Hydrogenation of ‘A’ gives 2-methylpentane. Also ‘A’ on hydration in the presence of H2SO4 and HgSO4 gives a ketone ‘B’ having molecular formula C6H12O. The ketone ‘B’ gives a positive iodoform test. Find the structure of ‘A’ and give the reactions involved.
‘B’ give iodoform test, it must contain 
group. ‘A’ on hydration with H2SO4 , HgSO4 it give ketone so ‘A’ must be an alkyne.
Formation of ketone B by reaction of A with HgSO4, H2SO4 is a example of oxymercuration reaction.
B is the only possible product form by this reaction.
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