In 3-Methyl-2-cyclohexenone,which hydrogen ca | vedclass

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

Question

(B) Deuterium exchange in ketones occurs via the formation of an enolate ion,which requires the presence of $\alpha$-hydrogens.In $3-Methyl-2-cyclohex

Vedclass · Accepted Answer

$H_4$

Vedclass · Answer

(B) Deuterium exchange in ketones occurs via the formation of an enolate ion,which requires the presence of $\alpha$-hydrogens.In $3-Methyl-2-cyclohexenone$,the hydrogens at positions $H_1, H_3, H_5$ are $\alpha$-hydrogens relative to the carbonyl group or the double bond,making them acidic enough to be removed by a base.$H_2$ is part of the methyl group attached to the $sp^2$ hybridized carbon,and these hydrogens are also exchangeable due to the conjugation of the resulting enolate.$H_4$ is a $\beta$-hydrogen relative to the carbonyl group and is attached to an $sp^3$ hybridized carbon that is not adjacent to the carbonyl group,making it non-acidic and unable to form a stable enolate.Therefore,$H_4$ cannot undergo deuterium exchange.

In $3-Methyl-2-cyclohexenone$,which hydrogen cannot undergo deuterium exchange when it reacts with $CH_3O^{-} / CH_3OD$?

Similar Questions

Identify the condensation product of the following reaction.
$R-CHO + NH_2OH \longrightarrow ?$

Match the following lists:

Assertion : Benzaldehyde is more reactive than ethanol towards nucleophilic attack.
Reason : The overall effect of $-I$ and $+R$ effect of phenyl group decreases the electron density on the carbon atom of $>C=O$ group in benzaldehyde.

Select the option in which the incorrect major product is shown.

Which of the following does not give an aldol reaction with dil. $NaOH$?

Vedclass Test Series

Exam Paper Generator

Online Exam Module