Which of the following reactions will yield 2, 2-­dibromopropane

• Hydrocarbons
• Organic Halogens

Which of the following reactions will yield 2, 2-­dibromopropane?

1. C₂H₂ + 2HBr →
2. CH₃CHCH₂ + 2HBr →
3. CH₃CHCHBr + HBr →
4. CH₃CCH + 2HBr →

Answer

Addition of Halogen Acids (HX) gives dihaloalkanes. Regioselectivity is predicted by Markovnikov's rule with the H adding to the C with the most H already present.

In the addition of 2HBr to propyne (H₃C-C≡CH), Br will add to the second carbon atom resulting in 2,2-dibromopropane.

The correct option is D.