Chapter 25: Problem 199
Which of the following reactions will yield 2,2 dibromopropane? \(\quad\) [2007] (a) \(\mathrm{CH}_{3} \mathrm{CH}=\mathrm{CHBr}+\mathrm{HBr} \longrightarrow\) (b) \(\mathrm{CH} \equiv \mathrm{CH}+2 \mathrm{HBr} \longrightarrow\) (c) \(\mathrm{CH}_{3}-\mathrm{CH}=\mathrm{CH}_{2}+\mathrm{HBr} \longrightarrow\) (d) \(\mathrm{CH}_{3}-\mathrm{C}=\mathrm{CH}+2 \mathrm{HBr} \longrightarrow\)
Short Answer
Step by step solution
Analyze Reaction (a)
Analyze Reaction (b)
Analyze Reaction (c)
Analyze Reaction (d)
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Key Concepts
These are the key concepts you need to understand to accurately answer the question.
Markovnikov's Rule
- "Less substituted carbon" means a carbon atom connected to fewer carbon atoms or other groups.
- "More substituted carbon" refers to a carbon atom linked to more carbon atoms or groups.
Addition Reaction
- Addition reactions often involve polar or electrophilic components that are attracted to the electron-rich nature of double or triple bonds.
- The type of addition reactions include electrophilic addition, nucleophilic addition, and free-radical addition.
Alkyne Chemistry
- Hydrogen atoms add across the triple bond.
- Substitution reactions often occur on terminal alkynes due to the acidic nature of the hydrogen atom.
Hydrobromination
- When 2 moles of HBr are used, both bromine atoms attach to the more substituted carbon, following Markovnikov's Rule.
- This leads to the formation of dihalogenated products like 2,2-dibromopropane when the right alkyne substrate is used.