6. a) Circle which substrate undergoes the fastest solvolysis reaction with methanol (CH3OH): CH3I b) Draw the carbocation intermediate that is expected when the following alkyl chloride undergoes an SN1 reaction and state if the carbocation is resonance stabilized: CI

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**Question 6:**

a) **Circle** which substrate undergoes the fastest solvolysis reaction with methanol (CH₃OH):

- The diagram shows four organic molecules, each containing an iodine (I) atom:
  1. **CH₃I** - Methyl iodide
  2. **Iodopropane** - Iodine on a linear three-carbon chain
  3. **Tert-butyl iodide** - Iodine on a branched four-carbon chain
  4. **Benzyl iodide** - Iodine attached to a benzylic carbon on two benzene rings

b) Draw the carbocation intermediate that is expected when the following alkyl chloride undergoes an Sₙ1 reaction and state if the carbocation is resonance stabilized:

- The diagram shows an unsaturated alkyl chloride with a double bond adjacent to the chlorine-bearing carbon.
Transcribed Image Text:**Question 6:** a) **Circle** which substrate undergoes the fastest solvolysis reaction with methanol (CH₃OH): - The diagram shows four organic molecules, each containing an iodine (I) atom: 1. **CH₃I** - Methyl iodide 2. **Iodopropane** - Iodine on a linear three-carbon chain 3. **Tert-butyl iodide** - Iodine on a branched four-carbon chain 4. **Benzyl iodide** - Iodine attached to a benzylic carbon on two benzene rings b) Draw the carbocation intermediate that is expected when the following alkyl chloride undergoes an Sₙ1 reaction and state if the carbocation is resonance stabilized: - The diagram shows an unsaturated alkyl chloride with a double bond adjacent to the chlorine-bearing carbon.
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