Which of the following reactions are both stereospecific and regioselective?

c i s - B u t - 2 - e n e + D_{2} P t ⟶

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c i s - B u t - 2 - e n e + O S O_{4} + N a H S O_{3} ⟶

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c i s - B u t - 2 - e n e + B r_{2} ⟶

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t r a n s - B u t - 2 - e n e + P h C O_{3} H / H_{2} O ⟶

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Solution

The correct options are
A $c i s - B u t - 2 - e n e + O S O_{4} + N a H S O_{3} ⟶$
C $c i s - B u t - 2 - e n e + D_{2} P t ⟶$
D $t r a n s - B u t - 2 - e n e + P h C O_{3} H / H_{2} O ⟶$
a. $c i s - C o m p o u n d + S y n - a d d i t i o n o f D_{2} ⟶$
Since addition of $D_{2}$ is syn (stereospecific) and one product is formed predominantly (regioselective).
b. $c i s - C o m p o u n d + S y n - h y d r o x y l a t i o n ⟶$
Hence it is both stereospecific and regioselective
c. $c i s - C o m p o u n d + A n t i - a d d i t i o n o f B r_{2} ⟶$
So the reaction is stereospecific (anti-addition) but nonregioselective since two compounds of $\oplus$ and $⊝$ from are formed in equal amounts.
d. $t r a n s - C o m p o u n d + A n t i - h y d r o x y l a t i o n ⟶$
So it is both stereospecific and regioselective
Hence options A,B & D are correct.

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