Sulfuric acid

An unknown compound (A) was soluble in ether but only slightly soluble in water. It burned with a clear blue flame and combustion analysis showed it to have the molecular formula of C5H12O. It gave a positive test with the Jones reagent producing a new compound (B) with a formula of C5H10O. Compound B gave a positive iodoform test and formed a semicarbazone. Compound A on treatment with sulfuric acid produced a hydrocarbon (C) of formula C5H10. Hydrocarbon C readily decolorized a Br2–CH2Cl2 solution, and on ozonolysis, produced acetone as one of the products. Identify the structure of each of the lettered compounds.

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