Diazomethane Synthesis and Applications (Arndt-Eistert Homologation)

The video tutorial covers the synthesis and applications of diazomethane, a compound used in organic chemistry. It explains the synthesis process from N-methyl-N-nitroso-p-toluenesulfonamide and highlights its applications in converting carboxylic acids to methyl esters and the Arndt-Eistert homologation. The tutorial also discusses the safety precautions due to diazomethane's explosive nature and introduces the Wolf rearrangement and ketene formation.

What is the starting material for synthesizing diazomethane?

• N-methyl-N-nitroso-p-toluenesulfonamide

• Sodium hydroxide

• Carboxylic acid

• Phenol

Why is diazomethane not stored for long periods?

• It is highly reactive with water.

• It is quite explosive.

• It decomposes into toxic gases.

• It loses its effectiveness over time.

Which compound can be converted into methyl esters using diazomethane?

• Carboxylic acids

• Normal alcohols

• Amines

• Alkenes

What is a limitation of using diazomethane for methylation?

• It cannot methylate phenols.

• It requires high temperatures.

• Normal alcohols are not acidic enough.

• It only works in the presence of light.

What is the Arndt-Eistert homologation used for?

• Extending the carbon chain of carboxylic acids

• Reducing carboxylic acids

• Converting alcohols to esters

• Oxidizing aldehydes

What is the role of trimethylamine in the Arndt-Eistert homologation?

• It stabilizes the diazoketone.

• It provides a source of nitrogen.

• It serves as a proton sponge.

• It acts as a catalyst.

What is the result of the Wolf rearrangement?

• Formation of a stable carbene

• Creation of a ketene

• Production of a diazonium salt

• Synthesis of an ester