JEE Main levelSingle correct optionDifficulty 2 of 3o2192
Which of the following alkenes gives NO rearranged product when treated with HCl (no peroxide)?
A3,3-dimethylbut-1-ene
Bpropene
C3-methylbut-1-ene
Dvinylcyclohexane
Answer: B
Propene gives the secondary cation CHX3−CHX+−CHX3. A shift would only give a primary cation, so none occurs. The other three form secondary cations next to a carbon that can shift H or CHX3 to give a tertiary cation.