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When t-butanol and n-butanol are separat...

When `t`-butanol and `n`-butanol are separately treated with a few drops of dilute `KMnO_(4)` in one case only, the purple colour disappears and brown precipitate is formed. Which of the two alcohols gives the above reaction and which is the brown precipitate?

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t-butanol is not oxidised with dil. `KMnO_(4)`, so it does not give brown precipitates. n-butanol is oxidised with dil. `KMnO_(4)`, so it is able to disappear the purple colour of `KMnO_(4)` and to give the brown precipitate of `MnO_(2)`.
`3CH_(3)-CH_(2)-CH_(2)-CH_(2)OH+2KMnO_(4) rarr3CH_(3)-CH_(2)-CH_(2)-CHO+underset("brown ppt. ")(2MnO_(2)darr) + 2KOH+2H_(2)O`
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