* Mechanism: The reaction of bromine with cyclohexene is an electrophilic addition reaction. The bromine molecule adds across the double bond of cyclohexene in a concerted manner, meaning both bromine atoms add to the cyclohexene ring simultaneously.
* Stereochemistry: The addition of bromine occurs from the same side of the ring, resulting in a trans dibromo product. This is because the bromine molecule approaches the cyclohexene double bond from one side, and the two bromine atoms add to the opposite faces of the ring.
* No Rotation: In the product, the two bromine atoms are attached to the ring in a way that prevents rotation around the C-C bond. This means that even though the bromine atoms could theoretically be on the same side of the ring (cis), the molecule is locked in the trans configuration.
In summary: The reaction of bromine with cyclohexene results in a trans-dibromocyclohexane product. There is no possibility for cis-trans isomerism in this reaction.