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Which of the following compounds is most likely to undergo an E1 reaction?

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Question: Which of the following compounds is most likely to undergo an E1 reaction?

Options:

  1. 1-bromobutane
  2. 2-bromobutane
  3. 3-bromobutane
  4. 1-bromo-2-methylpropane

Correct Answer: 3-bromobutane

Solution:

3-bromobutane is most likely to undergo an E1 reaction due to the stability of the tertiary carbocation formed during the reaction.

Which of the following compounds is most likely to undergo an E1 reaction?

Practice Questions

Q1
Which of the following compounds is most likely to undergo an E1 reaction?
  1. 1-bromobutane
  2. 2-bromobutane
  3. 3-bromobutane
  4. 1-bromo-2-methylpropane

Questions & Step-by-Step Solutions

Which of the following compounds is most likely to undergo an E1 reaction?
  • Step 1: Understand what an E1 reaction is. E1 stands for unimolecular elimination, which is a type of reaction where a molecule loses a leaving group and forms a double bond.
  • Step 2: Identify the compounds given in the question. Look for the one that can form a stable carbocation.
  • Step 3: Recognize that tertiary carbocations (where the carbon is attached to three other carbons) are more stable than secondary or primary carbocations.
  • Step 4: Check the structure of 3-bromobutane. It has a tertiary carbon that can form a stable carbocation when the bromine leaves.
  • Step 5: Compare 3-bromobutane with other compounds. If they form less stable carbocations, they are less likely to undergo an E1 reaction.
  • Step 6: Conclude that 3-bromobutane is the best candidate for an E1 reaction because it forms a stable tertiary carbocation.
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