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 Tollen’s 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.

Element	%	At. Mass	Reactive no. of atoms	Simplest ratio
Carbon	69.77	12	69.77/12=5.8	5.8/1.16=5
Hydrogen	11.63	1	11.63/1=11.63	11.63/11.6=10
Oxygen	18.6	16	18.6/16=1.16	11.6/11.6=1

Empirical formula = C₅H₁₀O

Empirical formula mass=5 x 12+10x 1+16= 60+10+16=86

Molecular mass= 86

n = molecular formula mass /empirical formula mass

= 86/86 = 1

Molecular formula = C₅H₁₀O

Structure of the compound CH₃CH₂COCH₂CH₃

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