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Which of following statements is/are cor...

Which of following statements is/are correct?

A

In Reimer-Tiemann reaction, dichlorocarbene intermediate is produced.

B

Reimer-Tiemann reaction is example of electrophilic substitutions reaction.

C

Highly reactive ring like aniline & highly deactivated ring like nitrobenzene, cyanobenzene do not give Friedel Craft reaction

D

All of these

Text Solution

AI Generated Solution

The correct Answer is:
To determine which statements regarding the Riemer-Tiemann reaction and Friedel-Crafts reaction are correct, we will analyze each statement step by step. ### Step 1: Understanding the Riemer-Tiemann Reaction The Riemer-Tiemann reaction involves the treatment of phenol with chloroform (CHCl3) in the presence of a base, typically sodium hydroxide (NaOH). **Hint:** Recall that the Riemer-Tiemann reaction is a method to introduce an aldehyde group into the ortho or para position of phenol. ### Step 2: Formation of Dichlorocarbene During the reaction, chloroform reacts with the base to generate dichlorocarbene (CCl2), which is a reactive intermediate. **Hint:** Remember that dichlorocarbene is formed when a proton is abstracted from chloroform, leading to the loss of a water molecule. ### Step 3: Electrophilic Substitution Reaction The Riemer-Tiemann reaction is classified as an electrophilic substitution reaction. The electron-donating -OH group on phenol increases the electron density at the ortho and para positions, making them more susceptible to electrophilic attack. **Hint:** Identify the role of the -OH group in activating the aromatic ring for electrophilic substitution. ### Step 4: Analyzing the Statements 1. **Statement 1:** "In the Riemer-Tiemann reaction, dichlorocarbene intermediate is produced." - This statement is **correct** as we have established that dichlorocarbene is indeed formed during the reaction. 2. **Statement 2:** "Riemer-Tiemann reaction is an example of electrophilic substitution reaction." - This statement is also **correct** since the reaction involves the substitution of a hydrogen atom on the aromatic ring with an electrophile (dichlorocarbene). 3. **Statement 3:** "Highly reactive rings like aniline and highly deactivated rings like nitrobenzene and cyanobenzene do not give Friedel-Crafts reactions." - This statement is **correct**. Aniline is too reactive and can form a positively charged intermediate in the presence of a Lewis acid, which destabilizes the reaction. Nitrobenzene and cyanobenzene are deactivated due to their electron-withdrawing groups, which reduce the electron density in the aromatic ring, making Friedel-Crafts reactions unfavorable. ### Step 5: Conclusion Since all three statements are correct, the final conclusion is that **all of these statements are correct**. **Final Answer:** All of the statements are correct.
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