Q. Which one/ones of the following reactions will yield $2$ -propanol?
I. $CH _{2}= CH - CH _{3}+ H _{2} O\xrightarrow {H ^{+}}$
II. $CH_3 - CHO \xrightarrow[{(ii)H_2}O]{(i)CH_3MgI} $
III. $CH_2O \xrightarrow[{(ii)H_2O}]{(i)C_2H_2MgI} $
IV. $CH_2 = CH - CH_3 \xrightarrow{\text{Neutral} KMnO_4} $

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Solution:

I. $CH_3CH = CH_2 + H_2O \xrightarrow{H^+} CH_3\overset{\underset{|}{O}H}{C}HCH_3$
II. $CH_3CHO \xrightarrow[(ii)H_2O]{(i)CH_3MgI} CH_3\overset{\underset{|}{O}H}{C}HCH_3$
III. $CH_2O \xrightarrow[(ii)H_2O]{(i)C_2H_5MgI} C_2H_5CH_2OH$
IV. $CH_3CH = CH_2 \xrightarrow[\text{neutral}]{KMnO_4} CH_3\underset{\overset{|}{HO}}{CH}\underset{\overset{|}{OH}}{C}H_2$