Question

An organic compound contains only Carbon, Hydrogen and Oxygen. It has about 66% of Carbon and 13.3% of Hydrogen. It has a vapour density of 37. The possible isomers of all types for this compound is .

Answer 1

Percentage of Oxygen in the compound
= 100 - (66 + 13.3) = 20.7%

C H O
66 13.3 20.7

Dividing them by their atomic masses, we get,

C H O
$\frac{66}{12}$ $\frac{13.3}{1}$ $\frac{20.7}{16}$
$5.5$ $13.3$ $1.29$

Dividing by 1.29 we get,

C H O
4.2 10.3 1

Rounding off, we get $C_4{H}_{10}O$.

This can be confirmed by the
molecular weight = Vapour density $\times 2$= 74

Since the DBE of the compound is 0, it is either an alcohol or an ether.

The possible structures of the compound is given below: