Which of the following haloalkanes is most reactive towards nucleophilic substit

Practice Questions

Q1
Which of the following haloalkanes is most reactive towards nucleophilic substitution?
  1. 1-bromopropane
  2. 2-bromopropane
  3. 3-bromopropane
  4. Bromobenzene

Questions & Step-by-Step Solutions

Which of the following haloalkanes is most reactive towards nucleophilic substitution?
  • Step 1: Understand what haloalkanes are. Haloalkanes are organic compounds that contain carbon, hydrogen, and halogen atoms (like bromine).
  • Step 2: Know what nucleophilic substitution means. It is a reaction where a nucleophile (a species that donates an electron pair) replaces a halogen in a haloalkane.
  • Step 3: Identify the types of haloalkanes. There are primary, secondary, and tertiary haloalkanes based on the carbon atom that is attached to the halogen.
  • Step 4: Learn about carbocation stability. Tertiary carbocations (where the carbon is attached to three other carbon atoms) are more stable than secondary or primary carbocations.
  • Step 5: Recognize that more stable carbocations lead to faster reactions in nucleophilic substitution. This means that haloalkanes that can form stable tertiary carbocations will be more reactive.
  • Step 6: Compare the haloalkanes given in the question. If 3-bromopropane is a tertiary haloalkane, it will be more reactive than primary or secondary haloalkanes.
  • Step 7: Conclude that 3-bromopropane is the most reactive towards nucleophilic substitution because it forms a stable tertiary carbocation during the reaction.
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