Which of the following compounds undergoes an SN1 reaction most readily?

Practice Questions

Q1
Which of the following compounds undergoes an SN1 reaction most readily?
  1. 1-bromopropane
  2. 2-bromopropane
  3. 3-bromopropane
  4. 1-bromo-2-methylpropane

Questions & Step-by-Step Solutions

Which of the following compounds undergoes an SN1 reaction most readily?
  • Step 1: Understand what an SN1 reaction is. It is a type of nucleophilic substitution reaction that involves two main steps.
  • Step 2: Identify the first step of the SN1 reaction, which is the formation of a carbocation. This happens when the leaving group (like a bromine atom) departs from the alkyl halide.
  • Step 3: Recognize that the stability of the carbocation is crucial. More stable carbocations are formed from tertiary alkyl halides (where the carbon is attached to three other carbons).
  • Step 4: Compare different types of alkyl halides. Tertiary alkyl halides (like 3-bromopropane) are more stable than secondary or primary alkyl halides because they have more surrounding carbon atoms to help stabilize the positive charge.
  • Step 5: Conclude that since tertiary alkyl halides form more stable carbocations, they undergo SN1 reactions more readily than primary or secondary alkyl halides.
No concepts available.
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