Experiment 8: Synthesis of 2-butoxynaphthalene

Question 1

The synthesis of 2-butoxynaphthalene follows a _______ mechanistic pathway.

Answer 1

SN2

Question 2

After the student completed the experiment, they analyzed their product using IR spectroscopy. They obtained the following IR. Their instructor informed them that they had synthesized the compound correctly. Select all of the following responses that indicated to the instructor that the student had successfully made 2-butoxynaphthalene.

Answer 2

• absence of an OH stretch at 3300 cm-1
• presence of C-O stretch between 1300-1000 cm-1

Question 3

What is reflux?

Answer 3

heating a chemical reaction for a specific amount of time while continually cooling the vapor produced back into liquid form using a condenser

Question 4

How can you tell when your reaction is refluxing?

Answer 4

The re-condensed liquid is dripping back into the reaction flask (traditionally from the tip of the condenser). Exactly then is when it is beginning to reflux.

Question 5

How do you calculate Rf values?

Answer 5

distance traveled by substance/distance to solvent front