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Question

A compound is soluble in concentrated H2SO4. It does not decolourize bromine in carbon tetrachloride but oxidized by chromic anhydride in a sulphuric acid within two seconds, turning orange solution to blue green then opaque. The original compound is-

A
A primary alcohol
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B
A tertiary alcohol
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C
An alkene
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D
An ether
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Solution

The correct option is A A primary alcohol
Solubility of the compound in conc.H2SO4 indicates that it can be an alkene, alcohol or an ether. The inability to discharge bromine colour indicates absence of an alkene. Hence, the compound is an alcohol which should be primary because it is readily oxidized by CrO3 in sulphuric acid.

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