Experiment #7 - Cyclohexanol Dehydration

Why did we keep the distilling head's temperature under 100°C?

to keep the alcohol and water from distilling over

How do you remove water from this distillation

use an anhydrous drying agent

Give the dehydration reaction you will carry out.

(refer to ASA sheet)

Give the mechanism for conversion of cyclohexanol to cyclohexene with H+/H2O.

(refer to quiz #7)

Cyclohexene azeotropes over with water. What is an azeotrope?

- mixture of liquids that has constant boiling point b/c vapor has same composition as liquid mixture - components of solution can't be separated by simple distillation

The procedure uses 20 mLs of cyclohexanol. How many moles is this?

0.2 mol C6H12O

Students at another university in Memphis carried out this reaction recently and ppl were sent to the hospital due to a mishap. Give the safety for this experiment.

1) Phosphoric acid is corrosive acid. Don't spill on skin or clothers 2) Cyclohexanol & cyclohexene are flammable liquids. Do not use open flame as heating source in this experiment.

What is the theoretical yield of cyclohexene if you add 20 mLs of cyclohexanol and a catalytic amount of phsophoric acid?

15.7 g C6H10

Give the two test solutions that will test for alkenes.

Add cyclohexene to: - 1 mL of 0.5% aq potassium permangonate solution - 1 mL of 2% solution of bromine in carbon tetrachloride

What kind of distillation is the distillation you will carry out in this experiment?

Steam distillation