Which of the following reactions will yield 2,2-dibromopropane ?a)HC &...
Which of the following reactions will yield 2,2-dibromopropane ?a)HC &...
Reaction to yield 2,2-dibromopropane
Key Points:
- The reaction that will yield 2,2-dibromopropane involves the addition of HBr across a carbon-carbon triple bond.
- The product formed will have a bromine atom attached to each of the carbon atoms in the triple bond.
Explanation:
Step 1: CH₃C ≡ CH + 2HBr →
- The reaction involves propyne (CH₃C ≡ CH) reacting with 2 equivalents of hydrogen bromide (2HBr).
- Propyne undergoes addition across the triple bond, resulting in the formation of 2,2-dibromopropane (CH₃CHBrCH₂Br).
- The two bromine atoms add across the carbon-carbon triple bond to form the product.
Step 2: Mechanism of the Reaction:
- The hydrogen bromide molecules add across the triple bond via an electrophilic addition mechanism.
- The π electrons of the triple bond attack the hydrogen atom of HBr, leading to the formation of a carbocation intermediate.
- The bromide ion then attacks the carbocation, resulting in the addition of a bromine atom to each carbon of the triple bond.
Step 3: Formation of 2,2-Dibromopropane:
- The final product obtained from the reaction is 2,2-dibromopropane, where each carbon atom in the original triple bond is now attached to a bromine atom.
Conclusion:
- The reaction between propyne and 2 equivalents of hydrogen bromide is the one that will yield 2,2-dibromopropane.
- This reaction demonstrates the addition of HBr across a carbon-carbon triple bond, leading to the formation of the desired product.