Question

A compound is soluble in concentrated $H_{2}S{O}_4$. 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. $\text{A primary alcohol}$
• B. $\text{A tertiary alcohol}$
• C. $\text{An alkene}$
• D. $\text{An ether}$

Answer 1

The correct option is A $\text{A primary alcohol}$

Solubility of the compound in conc.$H_{2}S{O}_4$ 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 $Cr{O}_3$ in sulphuric acid.