Organic Chemistry Mechanism Challenge 3

The video tutorial explains a chemical reaction mechanism involving electron pushing and structural transformations. It begins with an overview of the reaction conditions and the need to understand electron flow. The tutorial then examines the structural features of the reactants and products, focusing on the transformation of five-membered rings into six-membered rings. The key steps include the nucleophilic attack by azide on a carbonyl group, leading to the formation of a seven-membered ring. The tutorial concludes with the transformation of the rings into a more stable product, emphasizing the thermodynamic and entropic factors driving the reaction.

What structural change occurs in the product compared to the starting material?

• A 7-membered ring becomes a 5-membered ring.

• A 6-membered ring becomes a 5-membered ring.

• A 5-membered ring becomes a 6-membered ring.

• A 5-membered ring becomes a 7-membered ring.

What is the charge distribution in the azide functional group (N3)?

• All nitrogens have a negative charge.

• All nitrogens have a positive charge.

• All nitrogens have a neutral charge.

• One nitrogen has a positive charge, and another has a negative charge.

What happens when the azide attacks the carbonyl group?

• A 5-membered ring is formed.

• A 6-membered ring is formed.

• A 4-membered ring is formed.

• A 7-membered ring is formed.

What is the result of the carbonyl reforming and carbon shifting in the mechanism?

• Formation of a 6-membered and a 7-membered ring.

• Formation of a 5-membered and a 7-membered ring.

• Formation of two 6-membered rings.

• Formation of two 5-membered rings.

Why is the formation of two 6-membered rings thermodynamically favorable?

• 6-membered rings have higher energy than 5-membered rings.

• 6-membered rings have lower energy than 7-membered rings.

• 6-membered rings are less stable than 5-membered rings.

• 6-membered rings are less stable than 7-membered rings.

What is the entropic benefit of the reaction?

• Formation of a 5-membered ring.

• Formation of a 7-membered ring.

• Loss of nitrogen gas.

• Formation of a new bond.

What is the main driving factor for the reaction to proceed?

• Formation of a 7-membered ring.

• Neutralization of the nitrogen atom.

• Formation of a 5-membered ring.

• Formation of a 4-membered ring.