NEETChemistryHydrocarbons
Which of the following reactions will yield 1-bromo-3,3-dimethylbutane as the major product?
Options
- A3,3-Dimethylbut-1-ene + HBr in the presence of peroxide
- B3,3-Dimethylbut-1-ene + HBr in the absence of peroxide
- C2,3-Dimethylbut-1-ene + HBr in the presence of peroxide
- D3,3-Dimethylbut-1-ene + HCl in the presence of peroxide
Correct answer
A. 3,3-Dimethylbut-1-ene + HBr in the presence of peroxide
Step-by-step solution
The target product is 1-bromo-3,3-dimethylbutane, which is a primary alkyl bromide. To obtain a primary alkyl bromide from a terminal alkene without altering the carbon skeleton, anti-Markovnikov addition is required. This is achieved by the reaction of the alkene with HBr in the presence of a peroxide (Kharasch effect). The starting alkene must have the same carbon skeleton. Thus, 3,3-dimethylbut-1-ene reacting with HBr and peroxide will yield 1-bromo-3,3-dimethylbutane. In the absence of peroxide, HBr would under