In the given reaction,identify (X) and (Y): | vedclass

Name: Exam Paper Generator | JEE NEET Paper Generator | Vedclass
Brand: Vedclass
Rating: 5 (35 reviews)

Question

(A) The starting material is $4$-methylenecyclohexan-$1$-one.$1$. Reaction with $NaBH_4$:$NaBH_4$ is a selective reducing agent that reduces aldehydes

Vedclass · Accepted Answer

$CH_2=C_6H_{10}(OH)$ and $HO-CH_2-C_6H_9=O$

Vedclass · Answer

(A) The starting material is $4$-methylenecyclohexan-$1$-one.$1$. Reaction with $NaBH_4$:$NaBH_4$ is a selective reducing agent that reduces aldehydes and ketones to alcohols but does not reduce isolated carbon-carbon double bonds. Therefore,the ketone group is reduced to a secondary alcohol,while the exocyclic double bond remains intact. Thus,$(X)$ is $4$-methylenecyclohexan-$1$-ol.$2$. Reaction with $(i) BH_3, (ii) H_2O_2/OH^-$:This is a hydroboration-oxidation reaction. Hydroboration-oxidation is a regioselective and stereospecific reaction that adds $H$ and $OH$ across a carbon-carbon double bond in an anti-Markovnikov fashion. The $BH_3$ reagent will selectively react with the exocyclic double bond,while the ketone group remains unaffected. Thus,$(Y)$ is $4$-(hydroxymethyl)cyclohexan-$1$-one.Comparing these results with the given options,the correct products are $4$-methylenecyclohexan-$1$-ol and $4$-(hydroxymethyl)cyclohexan-$1$-one,which corresponds to option $A$.

In the given reaction,identify $(X)$ and $(Y)$:

Similar Questions

Which of the following tests is $NOT$ shown by acetaldehyde?

$2Ph-CHO \xrightarrow{OH^-} Ph-CH_2OH + PhCOO^-$
Which is the slowest step in the above Cannizzaro reaction?

Which of the following compounds exhibits the Schiff test?

What is the major product formed when salicylaldehyde is reacted with $2$ equivalents of bromine in glacial acetic acid at $0^{\circ} C$?

The major product formed in the following reaction sequence is $CH_3-CH=CH_2$ $\xrightarrow[\substack{(iii) \ CH_3-CH_2-CHO \\ (iv) \ CrO_3}]{\substack{(i) \ HBr, \text{ peroxide} \\ (ii) \ Mg}}$

Vedclass Test Series

Exam Paper Generator

Online Exam Module