1. ETHERS

2. Ethers
R-O-R
Diethyl ether

3. Diethyl Ether
Check the “fine print”

5. PEROXIDES!!
OOH O2
R-O-R
R-O-O-R
RCH-OR
EXPLOSIVE

6. Ethyl methyl ether
methoxy group

7. What is the name of this compound?
2-methyoxybutane

8. Ethylene Oxide
Furan
Tetrahydrofuran
THF

9. Dioxane

10. Dioxin

11. 18-Crown-6

12. X- K+

13. Williamson Ether SynthesisNa
RONa
ROH
RONa
+ R’X
ROR’
Nucleophilic Substitution Reaction

14. Why is this compound discussed on TV news?

15. How could you make this ether?

16. K

17. Na

18. Dimethyl sulfate
RONa

19. Cleavage of Ethers
HBr
2 RBr
R-O-R

20. HBr

21. EXAMPLE
HBr +

22. EPOXIDES

23. RO-
+ R’X
R-O-R’

24. Br2
H2O
NaOH

25. RMgX +
RCH2CH2OH
CH3ONa +
CH3OCH2CH2OH

26. Unsymmetrical Epoxide
CH3ONa + ?

27. Basic
CH3ONa +
Least Hindered

28. ACIDIC CONDITIONS + H+ ?

29. H+
Most Substituted

31. What is the product of this reaction?
HCl

32. HCl

33. Summary
Nomenclature
Williamson Ether Synthesis
Cleavage of Ethers
Epoxides