Electrophilic addition of in to *trans*-2-butene is stereospecific. What is the exact stereochemical outcome?

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Question

Electrophilic addition of $Br_2$ in $CCl_4$ to *trans*-2-butene is stereospecific. What is the exact stereochemical outcome?

Prashant Kotian · Accepted Answer

Correct answer: A. Halogenation proceeds via a cyclic bromonium ion intermediate, enforcing strict anti-addition. Anti-addition to a symmetrical trans-alkene yields a meso compound (TAM rule: Trans-Anti-Meso).

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