Worksheet 2a Ethers and Epoxides

Question 1

How do you break up the product for Williamson Ether Synthesis

Answer 1

Split the ether at the oxygen.

Halide on the primary side for SN2

OH on the bulkier side

Question 2

Naming

Answer 2

Symmetrical Ether

Asymmetrical Ether

Question 3

Naming

Ethers that are part of a 3 membered ring

Answer 3

Epoxide

Question 4

Naming

Answer 4

Furan

Question 5

Naming

Answer 5

Tetrahydrofuran

THF

Question 6

Naming

Answer 6

Pyran

Question 7

Naming

Answer 7

Tetrahydropyran

THP

Question 8

Naming

Answer 8

Ethylene Oxide or oxirane

Question 9

Naming

Answer 9

Methoxy

Question 10

Naming

Answer 10

Ethoxy

Question 11

Naming

Answer 11

Isopropoxy

Question 12

Naming

Answer 12

tert-butoxy

Question 13

How do you common name an ether?

Answer 13

Parent chain + other side + ether

Question 14

How do you common name an expoxide?

Answer 14

name of the alkene + epoxide

Question 15

How do you IUPAC name an ether?

Answer 15

1 + substituent name + parent chain name

Question 16

How do you IUPAC name an epoxide?

Answer 16

, # - “epoxy” - parent chain name

Question 17

How many steps are there in the mechanism to ACID catalyzed hydrolysis (ring opening) of R-propylene oxide?

What are the steps?

Answer 17

4 Steps

1. Protonate the oxygen
2. H2O attacks more substituted side
3. Deprotonate the H2O to make OH
4. Final Product

Question 18

How many steps are there in the mechanism to BASE (NaOH) catalyzed hydrolysis (ring opening) of R-propylene oxide?

What are the steps?

Answer 18

3 steps

1. OH attacks the less substituted side
2. Protonate the O with H2O
3. Final Product