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Question: Identify alkene give meso product on reaction with $Br_2$ / $CCl_4$?...

Identify alkene give meso product on reaction with Br2Br_2 / CCl4CCl_4?

A

P

B

Q

C

R

D

S

Answer

R

Explanation

Solution

Addition of Br2Br_2 to alkenes is an anti-addition.

  • Addition of Br2Br_2 to 2-methylpropene gives 1,2-dibromo-2-methylpropane, which is achiral.
  • Addition of Br2Br_2 to cis-but-2-ene gives a racemic mixture of (2R,3R)- and (2S,3S)-2,3-dibromobutane.
  • Addition of Br2Br_2 to trans-but-2-ene gives meso-2,3-dibromobutane.
  • Addition of Br2Br_2 to but-1-ene gives a racemic mixture of (R)- and (S)-1,2-dibromobutane.

The alkene that gives a meso product is trans-but-2-ene, which is R.