Sample Questions on Reimer Tiemann Reaction

Question 1: What is the primary reagent used in the Riemer-Tiemann reaction?

Answer:

The primary reagent used in the Reimer-Tiemann reaction is chloroform (CHCl₃) along with a strong base, typically sodium hydroxide (NaOH) or potassium hydroxide (KOH).

Question 2: How does the Riemer-Tiemann reaction differ from the Gattermann reaction?

Answer:

The Riemer-Tiemann reaction is specifically used for the introduction of the formyl group (-CHO) at the ortho position of a phenol ring. In contrast, the Gattermann reaction involves the introduction of a formyl group to aromatic compounds in general, including benzene.

Question 3: Brielfy explain the mechanism of Riemer-Tiemann reaction.

Answer:

The following steps can be used to explain the mechanism of the Reimer-Tiemann reaction:

Step 1: Chloroform carbanion is generated by deprotonation with aqueous hydroxide.

Step 2: Dichlorocarbene is produced by removing an alpha hydrogen from chloroform carbanion.

Step 3: Phenoxide is formed when phenol is deprotonated by aqueous hydroxide.

Step 4: The negative charge on phenoxide becomes more nucleophilic due to delocalization within the benzene ring.

Step 5: Dichloromethyl-substituted phenol is created through a nucleophilic attack on dichlorocarbene.

Step 6: The final product, ortho-hydroxybenzaldehyde, is achieved by the basic hydrolysis of this intermediate.

Question 4: What is the primary purpose of Riemer-Tiemann reaction in organic chemistry?

Answer:

The primary purpose of Riemer-Tiemann reaction in organic chemistry is the synthesis of salicylaldehydes. It has various applications in industry of pharmaceuticals, fragrances, dyes, etc.

Question 5: What are some common applications of Riemer-Tiemann reaction?

Answer:

The chemical reaction has its usage in various products such as fragrances, flavor compounds in the food, synethsis of pharmaceuticals, dyes, colorants and more.

Question 6: Explain Riemer-Tiemann reaction.

Answer:

The Reimer-Tiemann reaction is a chemical reaction used in organic chemistry for the synthesis of ortho-formyl substituted phenols from phenols. It involves the generation of an ortho-formyl substituted phenoxide from a phenol and subsequent reaction with a chloroform (CHCl₃) in the presence of a strong base such as sodium hydroxide (NaOH) or potassium hydroxide (KOH).

Riemer Tiemann’s Reaction is named after the pioneering discoveries of the 19th-century chemists Karl Riemer and Ferdinand Tiemann. Reimer-Tiemann reaction is a versatile and important reaction in organic chemistry, which is used for the introduction of carbonyl groups into aromatic compounds, making it a fundamental tool for the synthesis of various valuable organic molecules.

Reimer-Tiemann Reaction can be used to synthesize a variety of ortho-hydroxy benzaldehydes, which are important precursors to a variety of other products, such as pharmaceuticals, dyes, and flavorings. Let’s dig deeper into Riemer Tiemann’s reaction discovered by German scientists and explore its mechanism, applications, and more through this article.