Exp 4: Reductive Amination

What is a heterocycle?

a molecule that contains two different rings

any cyclic ring structure

a cyclic ring structure that contains only carbons and hydrogens

a cyclic ring structure that contains any element(s) outside of carbons and hydrogens

a non-cyclic molecule that becomes a cyclic molecule

a cyclic ring structure that contains any element(s) outside of carbons and hydrogens

Which of the follow molecules represent an unsubstituted amine(s)?

A

Which of the following are true regarding the mechanism of imine formation?

The aldehyde attacks the amine

the amine attacks the carbonyl

formation of the hemiaminal is reversible

formation of the imine is reversible

the hemiaminal is more stable than the starting aldehyde and amine

the amine attacks the carbonyl

formation of the hemiaminal is reversible

formation of the imine is reversible

Predict the product for the following reaction:

D

The synthesis of compound X requires 2 steps. The first step was accomplished in 80% yield and the second step in 90% yield. What is the overall yield of the 2-step synthesis?

80%

90%

81%

64%

72%

72%

What is the purpose of mixing the 2 solids with a stirring rod?

to prepare the substances to react at a later stage

to purify the two solids

to recrystallize the two solids

to induce a chemical reaction between the two solids

it doesn't accomplish anything

to induce a chemical reaction between the two solids

What can happen if too much hexanes is used in the recrystallization?

the recrystallization yield can be low or even no crystals may form

hexanes is a non-polar solvent so there is no consequence for using too much

hexanes is a polar solvent so it can absorb water and complicate the recrystallization process

the yield will be >100%

the product may decompose

the recrystallization yield can be low or even no crystals may form

What is the most important piece of information that we can obtain from the IR spectrum at this step?

product formation can be distinguished by looking at the C-H stretches between 2850-3150 cm^-1

product formation can be distinguished by looking for a new C=O stretch at approximately 1700 cm^-1

product formation can be distinguished by the presence of an O-H stretch between 3200-3400 cm^-1

product formation can be distinguished by looking for new C=C stretches at approximately 1600-1650 cm^-1

product formation can be distinguished by the disappearance of the C=O stretch at approximately 1700 cm-1

product formation can be distinguished by the disappearance of the C=O stretch at approximately 1700 cm-1

Is p-toluidine or o-vanillin expected to be more polar?

Is p-toluidine or o-vanillin expected to be more polar?