Which of the following compounds has the grea | vedclass

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(C) The extent of hydration of a carbonyl compound depends on the electrophilicity of the carbonyl carbon and steric hindrance. Electron-withdrawing g

Vedclass · Accepted Answer

$1-$Bromocyclohexanecarbaldehyde

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(C) The extent of hydration of a carbonyl compound depends on the electrophilicity of the carbonyl carbon and steric hindrance. Electron-withdrawing groups (like $-Br$) increase the electrophilicity of the carbonyl carbon,thereby increasing the equilibrium constant for hydration. $A$: Cyclohexanone has no electron-withdrawing group. $B$: $2$-Bromocyclohexanone has an electron-withdrawing $-Br$ group at the $\alpha$-position,which increases the electrophilicity of the carbonyl carbon. $C$: $1$-Bromocyclohexanecarbaldehyde is an aldehyde. Aldehydes are generally more reactive towards nucleophilic addition than ketones due to less steric hindrance and higher electrophilicity of the carbonyl carbon. Additionally,the presence of the $-Br$ group further increases the electrophilicity. Therefore,$1$-Bromocyclohexanecarbaldehyde will have the greatest extent of hydration.

Which of the following compounds has the greatest extent of hydration?

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