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Which reagent converts propene to 1-propanol :
A
$H_2O$, $H_2SO_4$
B
$B_2H_6$, $H_2O_2$, $OH^-$
C
$Hg(OAc)_2$, $NaBH_4/H_2O$
D
Aq. KOH
Detailed Solution
Acid-catalysed hydration and oxymercuration-demercuration follow Markovnikov's rule and give propan-2-ol.
Hydroboration-oxidation gives anti-Markovnikov addition of water: boron adds to the less substituted carbon, and is then replaced by –OH.
$3CH_3CH=CH_2 + \dfrac{1}{2}B_2H_6 \rightarrow (CH_3CH_2CH_2)_3B \xrightarrow{H_2O_2,\ OH^-} 3CH_3CH_2CH_2OH$
So propene is converted to 1-propanol by $B_2H_6$, $H_2O_2$ and $OH^-$.
Hydroboration-oxidation gives anti-Markovnikov addition of water: boron adds to the less substituted carbon, and is then replaced by –OH.
$3CH_3CH=CH_2 + \dfrac{1}{2}B_2H_6 \rightarrow (CH_3CH_2CH_2)_3B \xrightarrow{H_2O_2,\ OH^-} 3CH_3CH_2CH_2OH$
So propene is converted to 1-propanol by $B_2H_6$, $H_2O_2$ and $OH^-$.
