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Question: Answered & Verified by Expert
$\begin{array}{r}\mathrm{CH}_3-\mathrm{CH}_2-\mathrm{CH}=\mathrm{CH}_2 \xrightarrow{\mathrm{X}} \\ \mathrm{CH}_3 \mathrm{CH}_2-\mathrm{CH}_2-\mathrm{CH}_2 \mathrm{OH}\end{array}$
What is suitable reagent $(\mathrm{X})$ ?
ChemistryAlcohols Phenols and EthersJIPMERJIPMER 2019
Options:
  • A $\mathrm{H}_2 \mid \mathrm{Pt}$
  • B $\mathrm{B}_2 \mathrm{H}_6\left|\mathrm{THF}, \mathrm{H}_2 \mathrm{O}_2\right| \mathrm{OH}^{-}$
  • C $\mathrm{Br}_2 \mid \mathrm{HCl}$
  • D $\mathrm{HBr} \mid \mathrm{H}_2 \mathrm{O}_2$
Solution:
1478 Upvotes Verified Answer
The correct answer is: $\mathrm{B}_2 \mathrm{H}_6\left|\mathrm{THF}, \mathrm{H}_2 \mathrm{O}_2\right| \mathrm{OH}^{-}$
The suitable reagent x for the conversion,
$\underset{\text { Butene }}{\mathrm{CH}_3 \mathrm{CH}_2 \mathrm{CH}}=\mathrm{CH}_2 \xrightarrow{\mathrm{X}} \underset{\text { Butanol }}{\mathrm{CH}_3 \mathrm{CH}_2 \mathrm{CH}_2 \mathrm{CH}_2 \mathrm{OH}}$
is $\mathrm{B}_2 \mathrm{H}_6\left|\mathrm{THF}, \mathrm{H}_2 \mathrm{O}_2\right| \mathrm{OH}$.
Alkenes react with diborane $\left(\mathrm{B}_2 \mathrm{H}_6\right)$ in presence of THF or diglyme to form alkyl borane (by hydroboration) which on oxidation gives alcohol. The reaction is known as hydroboration-oxidation reaction.

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