Chemistry · Common types of organic reactions: Substitution, addition, elimination and rearrangement

when compound is treated with

when compound \( \mathbf{C} \) is treated with \( \boldsymbol{B} \boldsymbol{r}_{2} / \boldsymbol{C} \boldsymbol{C l}_{4} \)

  • A. a meso dibromide is formed.
  • B. four stereo-isomers of dibromides are fromed.
  • C. racemic mixture of dibromides are formed.
  • D. a pair of enantiomers of dibromides in unequal amount is formed.

Step-by-step solution

Compound C is typically a symmetrical cis-alkene (like cis-2-butene). Addition of Br2 in CCl4 proceeds via anti addition, and for a cis-alkene, this yields a vicinal dibromide with two chiral centers that has an internal plane of symmetry, resulting in a meso compound.
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