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 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.
Solution
|
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
