Help with Amine Synthesis

Help Questions

Organic Chemistry › Help with Amine Synthesis

Questions 1 - 2
1

Screen shot 2015 12 29 at 6.37.18 pm

What product would be obtained for the acid catalyzed reaction shown above?

Screen shot 2015 12 29 at 6.42.00 pm

Screen shot 2015 12 29 at 6.42.32 pm

Screen shot 2015 12 29 at 6.43.04 pm

Screen shot 2015 12 29 at 6.45.53 pm

Explanation

The reaction given is for the nucleophilic addition of a secondary amine to a ketone. Below is the mechanism for this acid catalyzed reaction:

Screen shot 2015 12 31 at 11.33.07 am

The protonation of the hydroxyl group makes it a better leaving group.

2

A secondary alkyl halide is treated with , then , then acid. The final product is __________.

a primary amine

a secondary amine

phthalimide

an amide

None of the other answers

Explanation

The group replaces the halogen as the halogen is a better leaving group. Lithium aluminum hydride is a strong reducing agent. It takes nitrogen-nitrogen bonds and allows for nitrogen hydrogen bonds to be formed instead. A primary nitrogen is bonded to two hydrogens and one R group. After reduction, a primary amine is formed.

Return to subject