who can complete this assignment by tonight, April 1st, 2020 by 11:30pm?

Name: ______________________________ Date:_________________

Synthesis of 1-bromopentane

Answer the following questions after watching the assigned Youtube video. You can copy/paste the

following link to watch the video:

https://www.youtube.com/watch?v=Y4bC_buRAmk

1. Show a reaction scheme for the target synthesis.

2. Propose a reaction mechanism for the synthesis of 1-bromopentane from 1-pentanol, sodium

bromide, and sulfuric acid.

3. Calculate the theoretical yield for 1-bromopentane using the amounts mentioned in the video. Show

calculations.

4. Which reactant (sodium bromide or 1-pentanol) is the limiting reagent?

5. How would you calculate the percent yield if the actual yield is known? Show the corresponding

equation.

6. What is the role of the sulfuric acid in the reaction mechanism?

7. Is the synthesis of 1-bromopentane from 1-pentanol an example of SN2 or SN1 reaction? Explain

your answer.

8. How should the reaction conditions in this experiment be changed to try to produce 1-

chlorobutane?

9. What is the purpose of refluxing the reaction mixture? Why not simply boil the mixture in an

Erlenmeyer flask?

10. Why did you see two layers after 2 hours of reflux?

11. Describe in detail how the 1-bromopentane product was isolated from the reaction mixture after

the reflux step was completed.

12. Why concentrated acid was added to 1-bromopentane in the extraction procedure?

13. Why sodium bicarbonate was used in the extraction procedure?

14. The density of 1-bromopentane is ______________ g/mL.

15. What is the purpose of adding calcium chloride to the flask containing 1-bromopentane after the

extraction procedure?

16. What technique was used after the addition of the drying agent? Why?

17. The boiling point of 1-bromopentane is ______________ °C.