Which of the following compounds does not und | vedclass

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

Question

(D) Base-catalyzed exchange of $\alpha$-hydrogen with $D_2O$ requires the formation of an enolate intermediate. The enolate must be able to achieve a

Vedclass · Accepted Answer

Both $(b)$ and $(c)$

Vedclass · Answer

(D) Base-catalyzed exchange of $\alpha$-hydrogen with $D_2O$ requires the formation of an enolate intermediate. The enolate must be able to achieve a planar geometry at the $\alpha$-carbon to stabilize the negative charge through resonance with the carbonyl group. In bicyclic systems like bicyclo[$2.2$.$1$]heptan$-2-$one and camphor,the $\alpha$-hydrogens at the bridgehead position or those constrained by the rigid bicyclic framework cannot form a stable,planar enolate due to Bredt's rule,which prohibits the formation of a double bond at a bridgehead position in small bicyclic systems. Therefore,these compounds do not undergo base-catalyzed exchange.

Which of the following compounds does not undergo base-catalyzed exchange in $D_2O$ even though it has an $\alpha$-hydrogen?

Similar Questions

Which types of isomers of $C_4H_8$ are possible? Give their names and structures.

The correct statement$(s)$ about the compound given below is(are):
$A$. The compound is optically active
$B$. The compound possesses centre of symmetry
$C$. The compound possesses plane of symmetry
$D$. The compound possesses axis of symmetry

The hydrogen indicated by the arrow will be easily removed as:

How many stereoisomers does the molecule $CH_3-CH=CH-CH_2-CH(Br)-CH_3$ have?

Which of the following compounds is optically inactive?

Vedclass Test Series

Exam Paper Generator

Online Exam Module