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

1. a meso dibromide is formed.
2. four stereo-isomers of dibromides are fromed.
3. racemic mixture of dibromides are formed.
4. a pair of enantiomers of dibromides in unequal amount is formed.

Correct answer: racemic mixture of dibromides are formed.

Solution

Bromination with Br2/CCl4 proceeds by anti addition through a bromonium ion. When the starting alkene is achiral and the new stereocenters are formed from either face equally, the products are a racemic mixture of enantiomers.

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