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  4. An alcohol on treatment with alkaline KMnO4 gives a brown precipitate, the alcohol is

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Q. An alcohol on treatment with alkaline $ KMnO_{4} $ gives a brown precipitate, the alcohol is

Uttarkhand PMTUttarkhand PMT 2007

Solution:

During alkaline $KMnO _{4}$ oxidation brown precipitates of $MnO _{2}$ are formed. Out of the alcohols listed only $\left( CH _{3}\right)_{3} C - CH _{2} OH$ is $1^{\circ}$ alcohol and hence undergoes oxidation easily.
All the remaining alcohols are $3^{\circ}$ and hence, do not under go oxidation easily.
$2 KMnO _{4}+ H _{2} O \rightarrow 2 MnO _{2}+2 KOH +3[ O ]$