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Question
Give reasons to support the answer:
3-Hydroxy pentan-2-one shows positive Tollen’s test.
Solution
Tollen’s reagent is a weak oxidizing agent not capable of breaking the C – C bond in ketones. Thus ketones cannot be oxidized using Tollen’s reagent itself gets reduced to Ag.
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\[\begin{array}{cc}
\ce{CH3}\phantom{..}\ce{OH}\phantom{.........}\\
|\phantom{......}|\phantom{...........}\\
\ce{CH3 - CH - CH - CH2 - COOH}\\
\end{array}\]
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