Org Deriv of Water (Ether & Epoxide)

Question 1

ROR (Ethers)

• compounds that have (how many?) ______ ____ bonded to where?

Answer 1

• AT LEAST 2 organic groups BONDED to the same oxygen atom

Question 2

ROR - IUPAC

• rules for the ff:
  1. Common Name
  2. IUPAC
  3. Cyclic Ethers

Answer 2

1. Common Name
   - organic group attached to O atom + “ether”
   - unsymmetrical ethers: alphabetical order
   [e.g. ethyl methyl ether]
   - symmetrical ethers: no need to add “di-“ prefix
   [e.g. ethyl ether]
2. IUPAC
   - smaller alkyl group substituent becomes “-alkoxy”
   - “alkoxy” + alkane/cycloalkane/benzene (parent)
   [e.g. ethoxycyclohexane]
3. Cyclic Ethers
   - “oxa” + cycloalkane (parent)
   [oxacyclopentane]

Question 3

ROR - Physical Properties

Polarity

Answer 3

• slightly polar due to polar ether linkage

Question 4

ROR - Physical Properties

Solubility

Answer 4

• insoluble / slightly soluble in water

Question 5

ROR - Physical Properties

Boiling Point

• trend
• higher or lower bp than alcohol?

Answer 5

• same trend as other organic derivatives of water
• BP ether < BP alcohol

Question 6

ROR - Preparation of Ethers

• 2 ways?

Answer 6

1. Acid-catalyzed Dehydration of Alcohols
2. Williamson Ether Synthesis