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Question

An oxygen-containing organic compound was found to contain 52% carbon and 13% of hydrogen. Its vapour density is 23. The compound reacts with sodium metal to liberate hydrogen. A functional isomer of this compound is :

A
ethanol
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B
ethanal
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C
methoxy methane
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D
methoxy ethane
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Solution

The correct option is C methoxy methane
100 g of compound will contain 52 g C, 13 g H and 1005213=35 g of O.
The atomic masses of C,H and O are 12 g/mol, 1 g/mol and 16 g/mol respectively.

The number of moles of C =5212=4.33.

The number of moles of H =131=13.

The number of moles of O =3516=2.19.

The mole ratio C:H:O=4.33:13:2.19=2:6:1
Hence, the empirical formula is C2H6O
The empirical formula mass is 2(12)+6(1)+16=46 g/mol.
The vapour density is 23. The molecular formula mass is twice the vapour density. It is 2×23=46
Hence, the empirical formula is equal to molecular formula.
The compound reacts with sodium metal to liberate hydrogen. Hence, the compound is ethanol.
2C2H5OH+Na2C2H5ONa+H2
A functional isomer of this compound is methoxy methane.

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