Question

An organic compound contains `69.77%` carbon, `11.63%` hydrogen and rest oxygen. The molecular mass of the compound is 86. It does not reduce Tollens’ reagent but forms an addition compound with sodium hydrogensulphite and give positive iodoform test. On vigorous oxidation it gives ethanoic and propanoic acid. Write the possible structure of the compound.

Answer 1

Step-1 : 1 to determine the molecular formula of the compound.

Emperical formula of the given compound `=C_(5)H_(10)O`
Molecular formula `=n xx ` (emperical formula)
Where n`=("Molecular mass of the compound")/("Emperical formula mass of compound")`
Given , molecular mass =86
Emperical formula mass of `C_(5)H_(10)O =(12xx5)+(10xx1)+16=60+16=86`
`n=(86)/(86)=1`
Molecular formula `=1xx(C_(5)H_(10)O)`
`therefore ` Molecular formula `=C_(5)H_(10)O`