CH_2 = CH - CH(OH) - CH_2 - CH_2OH MnO_2 A . A is

MHT CET Chemistry question

\mathrm{CH_2{=}CH{-}CH(OH){-}CH_2{-}CH_2OH \xrightarrow{MnO_2} A}. A is

(A)\mathrm{CH_2{=}CH{-}CO{-}CH_2CH_2OH}Correct
(B)\mathrm{CH_2{=}CH{-}CH(OH){-}CH_2CHO}
(C)\mathrm{CH_2{=}CH{-}CO{-}CH_2CHO}
(D)\mathrm{CH_2{=}CH{-}C{-}CH_2{-}COOH}

Answer: (A)

Solution

is a selective reagent that oxidises only allylic (and benzylic) alcohols; the secondary OH next to the C=C is oxidised to a ketone while the non-allylic primary OH

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Question ID VK-079945