Electrophilic addition of HBr to trans-2-butene yields chiral and achiral products via different mechanisms Steps:

• Trans-2-butene (CH₃CH=CHCH₃) undergoes electrophilic addition with HBr via carbocation intermediate, following Markovnikov's rule.
• H⁺ adds to C2 or C3 (equivalent), forming a secondary carbocation at C3 or C2 (CH₃CH₂CH⁺CH₃).
• Br⁻ attacks the planar carbocation from either side, producing (R)-2-bromobutane and (S)-2-bromobutane.
• In free radical mechanism (possible with trace peroxides), Br• adds first, but symmetry still favors 2-bromobutane; however, minor anti-Markovnikov path can yield 1-bromobutane (CH₃CH₂CH₂CH₂Br).

Why C is correct:

• Three distinct products form: two enantiomers of 2-bromobutane (chiral, from ionic mechanism) and 1-bromobutane (achiral, from potential free radical path), per Markovnikov's rule and free radical addition principles.

Why the others are wrong:

• A: Ignores stereoisomers and minor product; only one constitutional isomer under strict ionic conditions.
• B: Accounts for racemic 2-bromobutane but misses possible 1-bromobutane.
• D: Overcounts; no additional constitutional or stereoisomers beyond these three.

Final answer: C