3. Determine the product of the reaction below based on the curved electron arrows. SH

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**Question 3: Determine the Product of the Reaction Based on the Curved Electron Arrows**

The diagram depicts a nucleophilic substitution reaction. In the structure on the left, there is a benzene ring attached to a two-carbon chain, with a chlorine (Cl) atom bonded to the terminal carbon. The curved arrow pointing from the sulfur atom in the thiolate group (\(:\text{S}^-\)) indicates the nucleophilic attack on the carbon attached to the chlorine. Another curved arrow indicates the departure of the chlorine atom, signifying the breaking of the carbon-chlorine bond.

**Explanation of the Reaction Mechanism:**

1. **Nucleophilic Attack:** The thiolate ion (\(:\text{S}^-\)) acts as a nucleophile, attacking the carbon atom bonded to the chlorine atom.
   
2. **Leaving Group Departure:** The chlorine atom leaves as a chloride ion (Cl⁻), as indicated by the curved arrow.

**Expected Product:**
The thiolate will replace the chlorine atom, resulting in the formation of a thioether, specifically a phenethyl sulfide.

This type of mechanism is characteristic of an S_N2 reaction, typically observed in simple substitution reactions where a strong nucleophile substitutes a leaving group in a single concerted step.
Transcribed Image Text:**Question 3: Determine the Product of the Reaction Based on the Curved Electron Arrows** The diagram depicts a nucleophilic substitution reaction. In the structure on the left, there is a benzene ring attached to a two-carbon chain, with a chlorine (Cl) atom bonded to the terminal carbon. The curved arrow pointing from the sulfur atom in the thiolate group (\(:\text{S}^-\)) indicates the nucleophilic attack on the carbon attached to the chlorine. Another curved arrow indicates the departure of the chlorine atom, signifying the breaking of the carbon-chlorine bond. **Explanation of the Reaction Mechanism:** 1. **Nucleophilic Attack:** The thiolate ion (\(:\text{S}^-\)) acts as a nucleophile, attacking the carbon atom bonded to the chlorine atom. 2. **Leaving Group Departure:** The chlorine atom leaves as a chloride ion (Cl⁻), as indicated by the curved arrow. **Expected Product:** The thiolate will replace the chlorine atom, resulting in the formation of a thioether, specifically a phenethyl sulfide. This type of mechanism is characteristic of an S_N2 reaction, typically observed in simple substitution reactions where a strong nucleophile substitutes a leaving group in a single concerted step.
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