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Question

An oxygen containing organic compound upon oxidation forms a carboxylic acid as the only organic product with its molecular mass higher by 14 units. The organic compound is:

A
a ketone
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B
an aldehyde
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C
a primary alcohol
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D
a secondary alcohol
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Solution

The correct option is C a primary alcohol
An oxygen containing organic compound upon oxidation forms a carboxylic as the only organic product with its molecular mass higher by 14 units. The organic compound is a primary alcohol.
Note:
Primary alcohol is easily oxidized to carboxylic acid. CH2OHCOOH. The net process is addition of one O atom and removal of two H atoms. In the net process, the molecular mass increases by 14 units. The atomic masses of O and H are 16 g/mol and 1 g/mol respectively. 162(1)=14.
A secondary alcohol on oxidation gives ketone. When drastic conditions are used for the oxidation of ketone, the carbon skeleton breaks.

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