Which of the following compounds has the maxi | vedclass

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Question

(A) To show optical isomerism,a molecule must have at least one chiral center (a carbon atom bonded to four different groups). $A$. $3$-chlorobutan-$2

Vedclass · Accepted Answer

$3$-chlorobutan-$2$-one

Vedclass · Answer

(A) To show optical isomerism,a molecule must have at least one chiral center (a carbon atom bonded to four different groups). $A$. $3$-chlorobutan-$2$-one: $CH_3-CHCl-CO-CH_3$. The carbon at position $3$ is chiral. It also contains a highly polar carbonyl group $(C=O)$ and a $C-Cl$ bond,leading to a high dipole moment. $B$. Butan-$2$-ol: $CH_3-CH(OH)-CH_2-CH_3$. It has a chiral center at $C_2$,but the dipole moment is lower than that of the ketone derivative. $C$. $2$-methylbutanoic acid: $CH_3-CH_2-CH(CH_3)-COOH$. It has a chiral center at $C_2$,but the dipole moment is generally lower than that of the chloro-ketone. $D$. $2$-chloropentane: $CH_3-CH_2-CH_2-CHCl-CH_3$. It has a chiral center at $C_2$,but the dipole moment is lower due to the absence of the polar carbonyl group. Therefore,$3$-chlorobutan-$2$-one has the maximum dipole moment due to the combined effect of the $C=O$ and $C-Cl$ polar groups and exhibits optical isomerism.

Which of the following compounds has the maximum dipole moment and can show optical isomerism?

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