Which of the following will react fastest in an sn1 reaction mechanism? Br B "XX D E

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### Question:
Which of the following will react fastest in an SN1 reaction mechanism?

### Options:
- **A**: A tertiary bromide structure, with a central carbon attached to three other carbons and a bromine atom (Br).
- **B**: A secondary bromide structure, with a central carbon attached to two other carbons and a bromine atom (Br).
- **C**: A primary iodide structure, with a carbon chain terminating in an iodine atom (I).
- **D**: A tertiary iodide structure, with a central carbon attached to three other carbons and an iodine atom (I).
- **E**: An allylic iodide structure, featuring a double-bonded carbon adjacent to a carbon bonded with an iodine atom (I).

### Explanation:
An SN1 reaction mechanism is characterized by the formation of a carbocation intermediate. The reaction rate is highly dependent on the stability of the carbocation formed. Tertiary carbocations are generally more stable than secondary and primary ones, and iodide is a better leaving group than bromide. Therefore, option **D**, the tertiary iodide, would react the fastest due to both the stability of its tertiary carbocation and the good leaving group ability of iodine.
Transcribed Image Text:### Question: Which of the following will react fastest in an SN1 reaction mechanism? ### Options: - **A**: A tertiary bromide structure, with a central carbon attached to three other carbons and a bromine atom (Br). - **B**: A secondary bromide structure, with a central carbon attached to two other carbons and a bromine atom (Br). - **C**: A primary iodide structure, with a carbon chain terminating in an iodine atom (I). - **D**: A tertiary iodide structure, with a central carbon attached to three other carbons and an iodine atom (I). - **E**: An allylic iodide structure, featuring a double-bonded carbon adjacent to a carbon bonded with an iodine atom (I). ### Explanation: An SN1 reaction mechanism is characterized by the formation of a carbocation intermediate. The reaction rate is highly dependent on the stability of the carbocation formed. Tertiary carbocations are generally more stable than secondary and primary ones, and iodide is a better leaving group than bromide. Therefore, option **D**, the tertiary iodide, would react the fastest due to both the stability of its tertiary carbocation and the good leaving group ability of iodine.
Expert Solution
Step 1: Unimolecular nucleophilic substitution reaction (SN1):

This reaction proceeds in two steps. The first step is the removal of the leaving group to form a planar carbocation intermediate. This step is slow and the rate-determining step. In the second step, the nucleophile adds the planar carbocation from either side of the plane. The characteristic feature of the reaction is the formation of a racemic mixture.

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