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Which of the following is least reactive...

Which of the following is least reactive towards `S_(N)1`?

A

B

C

D

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The correct Answer is:
To determine which of the given compounds is least reactive towards the SN1 reaction, we need to analyze the stability of the carbocations formed during the reaction. The SN1 mechanism involves two steps: the formation of a carbocation and then the attack of a nucleophile on that carbocation. The rate of the reaction is dependent on the stability of the carbocation formed in the first step. ### Step-by-Step Solution: 1. **Understand the SN1 Mechanism**: - The SN1 reaction proceeds through the formation of a carbocation intermediate. The stability of this carbocation is crucial for the reactivity of the compound towards the SN1 reaction. 2. **Identify the Carbocations**: - For each of the given options, we need to identify the carbocation that would form when the alkyl halide undergoes ionization. 3. **Evaluate Carbocation Stability**: - Carbocations can be classified based on their stability: - **Tertiary (3°) carbocations** are the most stable. - **Secondary (2°) carbocations** are less stable than tertiary but more stable than primary (1°). - **Primary (1°) carbocations** are less stable than secondary. - **Methyl carbocations** are the least stable. - **Aromatic and allylic carbocations** are generally more stable due to resonance. - **Anti-aromatic carbocations** are the least stable due to their structure. 4. **Analyze the Given Options**: - For each option, determine the type of carbocation formed: - Option 1: Forms an anti-aromatic carbocation (least stable). - Option 2: Forms a secondary carbocation. - Option 3: Forms an allylic carbocation (more stable). - Option 4: Forms a tertiary carbocation (most stable). 5. **Determine the Least Reactive Compound**: - Since the least stable carbocation corresponds to the least reactive compound towards the SN1 reaction, we conclude that the compound forming the anti-aromatic carbocation (Option 1) is the least reactive. ### Final Answer: The compound that is least reactive towards SN1 is **Option 1** (the one forming an anti-aromatic carbocation).
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