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The electrophile involved in the Reimer-...

The electrophile involved in the Reimer-Tiemann reaction is

A

`CHCl_(3)`

B

`:CH_(2)`

C

`:C Cl_(2)`

D

`CO_(2)`

Text Solution

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The correct Answer is:
To determine the electrophile involved in the Reimer-Tiemann reaction, we can follow these steps: ### Step 1: Understand the Reimer-Tiemann Reaction The Reimer-Tiemann reaction is an electrophilic substitution reaction that involves phenol and chloroform (CHCl3) in the presence of a strong base, typically sodium hydroxide (NaOH) or potassium hydroxide (KOH). The primary product of this reaction is salicylaldehyde. **Hint:** Recall that electrophilic substitution reactions involve the replacement of a hydrogen atom in an aromatic compound with an electrophile. ### Step 2: Identify the Reactants In the Reimer-Tiemann reaction, the reactants are phenol (C6H5OH) and chloroform (CHCl3). The strong base (NaOH or KOH) is crucial for the reaction to proceed. **Hint:** Identify the components of the reaction and their roles. The strong base is essential for generating the electrophile. ### Step 3: Formation of the Electrophile The electrophile is generated from chloroform when it reacts with the hydroxide ion (OH-). The hydroxide ion abstracts a proton from CHCl3, leading to the formation of a carbanion intermediate. **Hint:** Remember that bases can abstract protons, leading to the formation of reactive intermediates. ### Step 4: Identify the Intermediate The carbanion formed from the reaction of CHCl3 and OH- is a dichlorocarbene (CCl2). This species is a highly reactive electrophile that will attack the aromatic ring of phenol. **Hint:** Look for the species that has a positive charge or is electron-deficient, which indicates it is an electrophile. ### Step 5: Conclusion After the formation of dichlorocarbene (CCl2), it acts as the electrophile in the Reimer-Tiemann reaction, leading to the substitution on the phenolic compound and ultimately forming salicylaldehyde. **Hint:** Confirm that the electrophile is indeed the species that will react with the aromatic compound to form the final product. ### Final Answer The electrophile involved in the Reimer-Tiemann reaction is **CCl2 (dichlorocarbene)**.
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Knowledge Check

  • Phenol gives Reimer Tiemann reaction with :

    A
    `CHCl_(3)`
    B
    `C Cl_(4)`
    C
    `CHCl_(3) and C Cl_(4)`
    D
    `C_(6)H_(5)CHCl`
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