Question:

Propene, $CH_3 - CH = CH_2$ can be converted into 1-propanol by oxidation. Indicate which set of reagents amongst the following is ideal to affect the above conversion?

Updated On: Jun 21, 2024
  • $KMnO_4$ (alkaline)
  • Osmium tetroxide $(Os O_4 /CH_2 Cl_2)$
  • $B_2 H_6$ and $H_2 O_2$
  • $O_3/Zn$
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The Correct Option is C

Solution and Explanation

$ 3CH_3\, CH= CH_2 \xrightarrow{B_2H_6} $
$\hspace40mm(CH_3- CH_2- CH_2)_3 B$
$ \hspace10mm \xrightarrow{H_2 O_2/OH^-} CH_3- CH_2- CH_2- OH $
$\hspace50mm _{}^{Propan.1.o1}$
Here, Half mol of $(B_2 H_6)$ diborane react with
propane by Markownikoffs addition it gives
tripropyl borane called hydroboration. In presence of
$H_2 O_2$ in basic medium tripropyl borane gives
alcohol. Remember that product is
Anti-Markownikoffs rule that is 1-propanol.
Reaction is called hydroboration oxidation.
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Concepts Used:

Alcohols, Phenols, and Ethers

Alcohol is formed when a saturated carbon atom bonds to a hydroxyl (-OH) group. It is an organic compound that contains a hydroxyl functional group attached to a carbon atom.

Phenol is formed when the -OH group replaces the hydrogen atom in benzene. It is an organic compound in which a hydroxyl group directly attaches to an aromatic hydrocarbon.

Ether is formed when oxygen atom bonds to two alkyl or aryl groups. It is an organic compound that has an oxygen atom that is connected to two aryl and alkyl groups.

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