Consider the following reactions :
`I Me- underset((A))(-=)-Me overset(Na+Liq. NH_(3))underset(EtOH)to (B)`
.
Which statement is wrong about the reactions (iii) and (iv) ?

Options

A. Anti-addition takes place in both the reactions.
B. The product in both the reactions is racemic mixture.
C. Both the reactions are stereospecific and regioselective.
D. Both the reactions are `EA`(electrophilic addition) reaction.

Answer

C

Explanation

Both reaction (iii) and (iv) proceed by anti-addition.
`{:("Reactant",,underset("mechanism")("Reagent"),,"Product"),("cis and trans",,"syn or anti",,(pm) "or raceminc"),("with two",,"with two same",,),("different",,"or different",,),("groups",,"group added",,):}`
So the reactant (D) is cis [with two different groups (Et) and (Me)] and the mechanism of addition of `Br_(2)` or `Br_(2)//H_(2)O`m (HOBr, i.e., addition of `Br^(oplus)` and `overset(Theta) H`) is anti, so the products (E) and (F) would be racemic.
Since the mechanism of addition is anti, so the reactions (iii) and (iv) are stereospecific. But two products are formed in equal amount `(.^(oplus) and^(Theta)`, so both reactions are non-regioselective.
Addition takes place by the addition of `Br^(oplus)` in both the reactions to form intermediate bromonium ion
, hence both reactions are EA reactions.