Questions for the lab of \" Dehydration of 2-methyl-2-butanol to an alkene mixtu

Question

Questions for the lab of "Dehydration of 2-methyl-2-butanol to an alkene mixture "

1. From the chromatogram you obtained report the ratio of 1-alkene to 2-alkene. The area of GC peaks is calculated by triangulation. Do these results confirm the Zaitsev’s rule?

2. Compare the boiling range of your product to the literature value. Properly reference any sources of information used.

3. By which mechanism, E1 or E2, did this experiment’s reaction go by?

4. Report your results of the test you did using bromine in dichloromethane. Compare the behaviour of your product and that of the starting alcohol toward Br2.

5. Why was the alkene product distilled away from the reaction mixture as it was formed?

(Answer which ever part can be answered, please help me!!! expecially the theory part)

Explanation / Answer

1) Yes the results of dehydration of 2-methyl-2-butanol to an alkene mixture gives GC result in accord with Saytzef's rule

2) the boiling points are

2-methyl-1-butene: 31 °C

ethyl-2-butene:    39 °C

3) The reaction goes by kind of E1 mechanism with reversible steps [it forms carbocatio similar to E1 elimination].

4) With Br2 in dichloromethane

a) the product alkene will decolourize the bromine solution due to presence of unsaturation

b) the starting alcohol will not be able to decolourize the bromine solution due to absence of unsaturation

5) Due to less boiling point of alkene formed in the reaction it distill away.

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