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underset("Specific rotation" = +50^(@))(...

`underset("Specific rotation" = +50^(@))(Ph-CH(OH)CH_(3)) overset(SOCl_(2))(rarr) underset(Cl)underset(|)(PhCH) - CH_(3)`
Which of the following acts as a leaving group?

A

`overset(theta)(O)H`

B

`Cl^(theta)`

C

`SO_(2)`

D

`E2`

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The correct Answer is:
To determine which group acts as a leaving group in the reaction involving the conversion of an alcohol to a chloride using thionyl chloride (SOCl₂), we can follow these steps: ### Step-by-Step Solution: 1. **Identify the Reactants and Products**: - The starting compound is a secondary alcohol (Ph-CH(OH)CH₃) and the product is a benzylic chloride (Ph-CHCl-CH₃). 2. **Understand the Role of SOCl₂**: - Thionyl chloride (SOCl₂) is commonly used to convert alcohols to alkyl chlorides. In this reaction, SOCl₂ reacts with the alcohol to facilitate the substitution reaction. 3. **Mechanism of Reaction**: - The reaction proceeds via a nucleophilic substitution mechanism (S_N2). - The alcohol (Ph-CH(OH)CH₃) first reacts with SOCl₂, where the sulfur atom in SOCl₂ acts as an electrophile. 4. **Formation of an Intermediate**: - The oxygen of the alcohol attacks the sulfur atom, forming an intermediate where the oxygen has a positive charge (due to forming three bonds) and the sulfur becomes a single bond with the oxygen. - This intermediate contains a chloride ion (Cl⁻) and a positively charged oxygen. 5. **Leaving Group Identification**: - In the next step, the positively charged oxygen can donate its electrons back to the sulfur atom, allowing one of the chloride ions to leave as a chloride ion (Cl⁻). - The leaving group in this context is the species that departs during the reaction. 6. **Final Product Formation**: - After the chloride ion leaves, the remaining structure undergoes further reaction where the chlorine attacks the carbon, leading to the formation of the benzylic chloride (Ph-CHCl-CH₃). - The by-products of this reaction include sulfur dioxide (SO₂) and hydrogen chloride (HCl). 7. **Conclusion**: - The leaving group in this reaction is sulfur dioxide (SO₂), which is formed when the alcohol reacts with SOCl₂. ### Final Answer: The leaving group in this reaction is **SO₂** (sulfur dioxide).

To determine which group acts as a leaving group in the reaction involving the conversion of an alcohol to a chloride using thionyl chloride (SOCl₂), we can follow these steps: ### Step-by-Step Solution: 1. **Identify the Reactants and Products**: - The starting compound is a secondary alcohol (Ph-CH(OH)CH₃) and the product is a benzylic chloride (Ph-CHCl-CH₃). 2. **Understand the Role of SOCl₂**: ...
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