Explain retention,inversion,and racemization with an example of $CH_3CH(X)C_2H_5$.

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(N/A) When a bond attached to an asymmetric (chiral) carbon is broken,three outcomes are possible depending on the spatial arrangement of the product.
For example,in $CH_3CH(X)C_2H_5$,the central carbon is chiral. When the $C-X$ bond breaks and a $C-Y$ bond forms,the following three possibilities arise:
$(a)$ Retention:
$(i)$ If the product obtained is only compound $(A)$,the process is called retention of configuration.
$(ii)$ In retention,the spatial arrangement of the reactant and product $(A)$ remains the same,with the $C-Y$ bond occupying the same position in space as the $C-X$ bond.
$(iii)$ The product formed by retention is optically active.
$(b)$ Inversion:
$(i)$ If the product obtained is only compound $(B)$,the process is called inversion of configuration.
$(ii)$ In inversion,the spatial arrangement is not the same as the reactant. The $C-Y$ bond is in the opposite direction relative to the $C-X$ bond.
$(iii)$ The product formed by inversion is optically active,but the sign of optical rotation is reversed (e.g.,$(+) \rightarrow (-)$ or $(-) \rightarrow (+)$).
$(c)$ Racemization:
$(i)$ If the product obtained is a $50:50$ mixture of $(A)$ and $(B)$,the process is called racemization.
$(ii)$ Racemization involves the formation of a $1:1$ mixture of two products with opposite spatial configurations.
$(iii)$ The resulting mixture is optically inactive because the optical rotation of one isomer is cancelled by the equal and opposite rotation of the other.

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Which of the following compounds gives a racemic mixture on nucleophilic substitution?
$(a)$ $CH_3-CH(Br)-C_2H_5$
$(b)$ $CH_3-C(Br)(CH_3)-C_2H_5$
$(c)$ $C_2H_5-CH(C_2H_5)-CH_2Br$

Match the $CH_{3}X$ compounds in Column-$(I)$ with their $C-X$ bond length in Column-$(II)$ and dipole moment in Column-$(III)$.
$(I)$ Compound$(II)$ $C-X$ Bond Length $(pm)$$(III)$ Dipole Moment $(D)$
$(A)$ $H_3C-F$$(i)$ $214$$(1)$ $1.636$
$(B)$ $H_3C-Cl$$(ii)$ $193$$(2)$ $1.830$
$(C)$ $H_3C-Br$$(iii)$ $178$$(3)$ $1.847$
$(D)$ $H_3C-I$$(iv)$ $139$$(4)$ $1.860$

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