Rank the following compounds from most to least reactive in an SN1 reaction. عد ماملیه مالیه O T > || > ||| > IV O IV > ||| > | > || O T > IV > ||| >|| O IV > | > || > ||| O || > | > IV > |||

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Question 18
**Title: Reactivity Comparison of Compounds in an SN1 Reaction**

**Objective:**
To rank the given compounds from most to least reactive in an SN1 (unimolecular nucleophilic substitution) reaction.

**Question:**
Rank the following compounds from most to least reactive in an SN1 reaction.

**Compounds:**
1. **Compound I:** 
   - Structure: A chain of three carbon atoms (propane) with a bromine (Br) atom attached to the central carbon.
2. **Compound II:**
   - Structure: A chain of three carbon atoms (propane) with a bromine (Br) atom attached to the end carbon.
3. **Compound III:**
   - Structure: A benzene ring with a propyl chain (three carbon atoms) attached, with a bromine (Br) atom on the end of the propyl chain.
4. **Compound IV:**
   - Structure: A chain of four carbon atoms (butane) with a bromine (Br) atom attached to the secondary carbon (the second carbon from the left).

**Options for Ranking:**
- ○ I > II > III > IV
- ○ I > IV > III > II
- ○ IV > III > II > I
- ○ IV > II > III > I
- ○ II > III > IV > I

**Explanation:**
In an SN1 reaction, the rate-determining step is the formation of a carbocation intermediate. The stability of the intermediate carbocation significantly influences the reactivity of the compound. Factors that stabilize carbocations include:
1. Resonance stability (as seen in benzyl or allyl carbocations).
2. Hyperconjugation and inductive effects (such as more substituted carbocations being more stable).

Review the structures and the stability of their potential carbocations:
- **Compound I:** Forms a secondary carbocation.
- **Compound II:** Forms a primary carbocation.
- **Compound III:** Forms a benzyl carbocation, which is resonance-stabilized.
- **Compound IV:** Forms a tertiary carbocation, which is highly stabilized by hyperconjugation and inductive effects.

Based on these considerations, the expected ranking from most to least reactive in an SN1 reaction typically follows the stability order of the carbocation:

- **IV > III > II > I**

This translates to the correct option being:
- ○ IV > III > II > I
Transcribed Image Text:**Title: Reactivity Comparison of Compounds in an SN1 Reaction** **Objective:** To rank the given compounds from most to least reactive in an SN1 (unimolecular nucleophilic substitution) reaction. **Question:** Rank the following compounds from most to least reactive in an SN1 reaction. **Compounds:** 1. **Compound I:** - Structure: A chain of three carbon atoms (propane) with a bromine (Br) atom attached to the central carbon. 2. **Compound II:** - Structure: A chain of three carbon atoms (propane) with a bromine (Br) atom attached to the end carbon. 3. **Compound III:** - Structure: A benzene ring with a propyl chain (three carbon atoms) attached, with a bromine (Br) atom on the end of the propyl chain. 4. **Compound IV:** - Structure: A chain of four carbon atoms (butane) with a bromine (Br) atom attached to the secondary carbon (the second carbon from the left). **Options for Ranking:** - ○ I > II > III > IV - ○ I > IV > III > II - ○ IV > III > II > I - ○ IV > II > III > I - ○ II > III > IV > I **Explanation:** In an SN1 reaction, the rate-determining step is the formation of a carbocation intermediate. The stability of the intermediate carbocation significantly influences the reactivity of the compound. Factors that stabilize carbocations include: 1. Resonance stability (as seen in benzyl or allyl carbocations). 2. Hyperconjugation and inductive effects (such as more substituted carbocations being more stable). Review the structures and the stability of their potential carbocations: - **Compound I:** Forms a secondary carbocation. - **Compound II:** Forms a primary carbocation. - **Compound III:** Forms a benzyl carbocation, which is resonance-stabilized. - **Compound IV:** Forms a tertiary carbocation, which is highly stabilized by hyperconjugation and inductive effects. Based on these considerations, the expected ranking from most to least reactive in an SN1 reaction typically follows the stability order of the carbocation: - **IV > III > II > I** This translates to the correct option being: - ○ IV > III > II > I
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