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Q. $4$-bromo-$1$-butanol $[A]$ can be converted into $5$-hydroxy pentanoic acid [B] by following method $[s]$

I. $A \xrightarrow{Mg/\text{ether}} \xrightarrow[(ii)H_3O^+]{(i) CO_2} B$
II. $A \xrightarrow{KCN} \xrightarrow{H_3O^+} B$
III. $A \xrightarrow{aq. KOH} \xrightarrow {KMnO_4/H^+} B$
select the correct alternate.

Uttarkhand PMTUttarkhand PMT 2010

Solution:

I. $BrCH_2CH_2CH_2CH_2OH [A] \xrightarrow{Mg/\text{ether}} Br\overset{s+}{Mg}\overset{s-}{C}H_2CH_2CH_2CH_2OH$
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III. $ BrCH_{2}CH_{2}CH_{2}CH_{2}OH \xrightarrow[-KBr]{Aq.KOH}HOCH_{2}CH_{2}CH_{2}CH_{2}OH $

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