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Question

The major product formed in the following reaction is :

The correct answer is

This question is built on drawn structures, so the options cannot be reproduced as text. The chemistry it tests is set out below.

Br2 in CCl4 is the classic condition for electrophilic addition to an alkene. The solvent matters: carbon tetrachloride is non-polar and non-nucleophilic, so it cannot compete for the intermediate, and the reaction is run in the dark to avoid the radical substitution pathway that light would trigger.

The mechanism has two stages. The alkene π electrons attack bromine, and as the Br-Br bond breaks the resulting cation is not a simple carbocation but a bridged, three-membered bromonium ion. Bromide is expelled in the same step.

The bromide ion then opens that bridge by attacking a carbon from the back face, since the front face is blocked by the bromine already bridging. This enforces anti addition: the two bromine atoms end up on opposite faces of the former double bond.

The stereochemical consequence is what the options usually test. Addition to a cyclic alkene gives the trans-1,2-dibromide, and addition to an acyclic alkene gives a specific pair of enantiomers or a meso compound depending on the substitution pattern — never a mixture of syn and anti products.

The bromonium intermediate also explains why no rearrangement occurs: the positive charge is delocalised over the bridge rather than localised on a single carbon, so hydride and alkyl shifts do not take place.

Per the official final answer key the answer is option (A).

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