NEET levelSingle correct optionDifficulty 1 of 3g3010
The addition of HBr to propene (no peroxide) gives mainly 2-bromopropane because the intermediate formed by proton addition is:
Athe primary CHX3CHX2CHX2X+ cation
Bthe carbanion CHX3CHX−CHX3
Ca free radical CHX3CHX∙CHX3
Dthe more stable secondary (CHX3)X2CHX+ cation
Answer: D
HX+ adds to the terminal carbon so that the positive charge sits on the central carbon. The secondary cation is more stable than the primary one, and bromide then attacks it to give 2-bromopropane (Markovnikov).