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The reaction between phenol and chlorofo...

The reaction between phenol and chloroform in the presence of aqueous NaOH is

A

nucleophilic substitution reaction

B

electrophilic addition reaction

C

electrophilic substitution reaction

D

nucleophilic addition reaction.

Text Solution

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The correct Answer is:
To solve the question regarding the reaction between phenol and chloroform in the presence of aqueous NaOH, we can follow these steps: ### Step 1: Understand the Reactants - **Phenol** is an aromatic compound with a hydroxyl (-OH) group attached to a benzene ring. - **Chloroform (CHCl3)** is a halogenated hydrocarbon that can act as a source of electrophiles in reactions. - **Aqueous NaOH** provides hydroxide ions (OH-) which can act as a base and facilitate nucleophilic attack. **Hint:** Identify the functional groups and their reactivity in the reactants. ### Step 2: Identify the Reaction Conditions - The reaction occurs in the presence of **aqueous NaOH** and typically at elevated temperatures (around 340 K). - This environment suggests that a nucleophilic substitution reaction may occur, where the nucleophile (OH-) can attack the electrophile (from chloroform). **Hint:** Consider how the presence of NaOH influences the reactivity of phenol and chloroform. ### Step 3: Mechanism of the Reaction - The reaction is known as the **Riemer-Tiemann reaction**. In this reaction, phenol reacts with chloroform in the presence of NaOH to form an intermediate. - The hydroxide ion (OH-) from NaOH attacks the carbon atom of chloroform, leading to the formation of a **chloroformate intermediate**. - This intermediate can rearrange and undergo hydrolysis to yield **salicylic aldehyde (2-hydroxybenzaldehyde)**. **Hint:** Look for the formation of intermediates and how they transform into the final product. ### Step 4: Identify the Product - The final product of the reaction is **salicylic aldehyde**, which is also known as **2-hydroxybenzaldehyde**. - This product is formed through the electrophilic substitution of the hydroxyl group on phenol with the aldehyde group. **Hint:** Recognize the significance of the product formed and its relation to the starting materials. ### Step 5: Determine the Type of Reaction - Since the reaction involves the substitution of a hydrogen atom in phenol with an electrophile (from chloroform), it is classified as an **electrophilic substitution reaction**. - The presence of the electrophile and the mechanism of substitution confirm this classification. **Hint:** Classify the reaction based on the nature of the reactants and the mechanism involved. ### Conclusion The reaction between phenol and chloroform in the presence of aqueous NaOH is an **electrophilic substitution reaction**. Therefore, the correct answer is option C. ---

To solve the question regarding the reaction between phenol and chloroform in the presence of aqueous NaOH, we can follow these steps: ### Step 1: Understand the Reactants - **Phenol** is an aromatic compound with a hydroxyl (-OH) group attached to a benzene ring. - **Chloroform (CHCl3)** is a halogenated hydrocarbon that can act as a source of electrophiles in reactions. - **Aqueous NaOH** provides hydroxide ions (OH-) which can act as a base and facilitate nucleophilic attack. **Hint:** Identify the functional groups and their reactivity in the reactants. ...
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