Difficult
What is the hydroboration-oxidation reaction? Explain it with an example.
(N/A) Hydroboration-oxidation is a two-step reaction used to convert alkenes into alcohols.
Step $1$ (Hydroboration): Alkenes react with diborane $(BH_3)_2$ to form trialkylborane as an addition product.
Step $2$ (Oxidation): The trialkylborane is oxidized by hydrogen peroxide $(H_2O_2)$ in the presence of aqueous sodium hydroxide $(NaOH)$ to yield an alcohol.
Example: The reaction of propene with diborane followed by oxidation gives propan$-1-$ol.
$3CH_3-CH=CH_2 + \frac{1}{2}(BH_3)_2 \rightarrow (CH_3-CH_2-CH_2)_3B$
$(CH_3-CH_2-CH_2)_3B + 3H_2O_2/OH^- \rightarrow 3CH_3-CH_2-CH_2-OH + B(OH)_3$
In this reaction,the addition of $H_2O$ to the alkene follows the anti-Markovnikov rule,where the hydroxyl group attaches to the less substituted carbon atom.
Step $1$ (Hydroboration): Alkenes react with diborane $(BH_3)_2$ to form trialkylborane as an addition product.
Step $2$ (Oxidation): The trialkylborane is oxidized by hydrogen peroxide $(H_2O_2)$ in the presence of aqueous sodium hydroxide $(NaOH)$ to yield an alcohol.
Example: The reaction of propene with diborane followed by oxidation gives propan$-1-$ol.
$3CH_3-CH=CH_2 + \frac{1}{2}(BH_3)_2 \rightarrow (CH_3-CH_2-CH_2)_3B$
$(CH_3-CH_2-CH_2)_3B + 3H_2O_2/OH^- \rightarrow 3CH_3-CH_2-CH_2-OH + B(OH)_3$
In this reaction,the addition of $H_2O$ to the alkene follows the anti-Markovnikov rule,where the hydroxyl group attaches to the less substituted carbon atom.
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Similar Questions
Identify $A$ and $B$ in the following reaction:
Propene $\xrightarrow{\text{HBr (Benzoyl peroxide)}}$ $A$ (Major product)
Propene $\xrightarrow{\text{HI}}$ $B$ (Major product)
Propene $\xrightarrow{\text{HBr (Benzoyl peroxide)}}$ $A$ (Major product)
Propene $\xrightarrow{\text{HI}}$ $B$ (Major product)
MediumKCET 2022
View SolutionIn the following reaction: $CH_3-C(CH_3)_2-CH=CH_2 \xrightarrow{H_2O/H^{+}} A + B$,the major product is:
Which of the following is not a substitution reaction?
Difficult
View SolutionNumber of structural isomeric alkenes (molecular formula $= C_6H_{12}$) which all give $n$-hexane on hydrogenation in the presence of a metal catalyst.
Medium
View SolutionThe major products $P$ and $Q$ from the below reactions are :
$CH_3CH=CH_2 \xrightarrow{HBr} P$
$CH_3CH=CH_2 \xrightarrow[(BH_3)_2]{H_2O, H_2O_2 / OH^-} Q$
$CH_3CH=CH_2 \xrightarrow{HBr} P$
$CH_3CH=CH_2 \xrightarrow[(BH_3)_2]{H_2O, H_2O_2 / OH^-} Q$
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