1.)Write two examples of reductive alkylation (McMurry Section 24.6, reductive amination) of benzylamine and formaldehyde using one of the reducing agents that are shown in the McMurry text. What is the advantage of using the Eschweiler-Clarke method in the Chem 238 lab for preparing N,N-dimethylbenzylamine rather than the procedure using one of the reagents shown in McMurry? (Hint: What are the by-products of the reducing agents and what would be required to remove them from the reaction mixture?)
2.) How could you use IR to determine if an unknown amine was a primary amine or a secondary amine?
3.)Explain why we expect all of the initially formed N-methyl benzyl amine to be converted to N,N-dimethyl benzyl amine product under the conditions of the Eschweiler-Clarke reaction. (Hint: consider the relative amounts of reagents used in this experiment.)
2.) How could you use IR to determine if an unknown amine was a primary amine or a secondary amine?
3.)Explain why we expect all of the initially formed N-methyl benzyl amine to be converted to N,N-dimethyl benzyl amine product under the conditions of the Eschweiler-Clarke reaction. (Hint: consider the relative amounts of reagents used in this experiment.)