Textbook: Vollhardt 6th Ed. (2010)

Chapter 21: Amines and Their Derivatives: Functional Groups Containing Nitrogen

Practice Problems (No matching mendel sets were found.)

Individual Problems

Problem # 753

Rank the amines W through Z below in order of decreasing basicity (1 = most basic). Explain your reasoning.

Problem # 754

Show how each amine can be prepared from a carbonyl and an amine via reductive amination.

Problem # 756

For each amine below, show all Hofmann elmination products.

If more than one product is formed, predict which one will be the major product.

Problem # 584

Imidazole (shown below) has two nitrogen atoms, N-1 and N-3. Which nitrogen is more basic?

To answer this problem, draw the product after each nitrogen protonates, and compare their stabilities. Explain your reasoning.

Problem # 728

The acyl group is a protecting group for amines. Amines can be acylated using acetic anhydride, and deacylated with base.

Propose a mechanism for each reaction.

Problem # 752

Rank the amines A through D below in order of decreasing basicity (1 = most basic). Explain your reasoning.

Problem # 757

Propose a synthesis to accomplish each transformation. The only carbon sources allowed are alkenes and NaCN.