Aldehydes Ketones Question 175

Question: On vigorous oxidation by permanganate solution $ {{(CH_3)}_2}C=CH-CH_2CH_2CH_3 $ gives

[AIEEE 2002]

Options:

A) $ CH_3\underset{CH_3}{\overset{OH}{\mathop{\underset{|}{\overset{|}{\mathop{-C-}}}}}}\overset{OH}{\mathop{\overset{|}{\mathop{CH-}}}}CH_2CH_3 $

B) $ \begin{matrix} CH_3 & {} & {} \\ {} & > & CHCO_2H+CH_3COOH \\ CH_3 & {} & {} \\ \end{matrix} $

C) $ \begin{matrix} CH_3 & {} & {} \\ {} & > & CHOH+CH_3CH_2CH_2OH \\ CH_3 & {} & {} \\ \end{matrix} $

D) $ \begin{matrix} CH_3 & {} & {} \\ {} & > & C=O+CH_3CH_2COOH \\ CH_3 & {} & {} \\ \end{matrix} $

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Answer:

Correct Answer: D

Solution:

$ \begin{matrix} CH_3 \\ CH_3 \\ \end{matrix}>C=CHCH_2CH_2CH_3\xrightarrow{KMnO_4} $

$ \begin{matrix} CH_3 \\ CH_3 \\ \end{matrix}>C=O+HOOCCH_2CH_3 $