Ether and Epoxide

Question 1

Ether Cleavage by Strong Acid
HX (X= Br and Cl)

Answer 1

Question 2

Solvomercuration-Demercuration
1) Hg(O2CCF3)2/THF-ROH
2) NaBH4, HO-

Answer 2

A similar process of Mercuration - Demercuration

Question 3

Intramolecular Dehydration of Alcohol
1) H2SO4 2) Same Alcohol, H2O

Answer 3

• Pronating the primary alcohol and use the same alcohol to make a nucleophilic attack

Question 4

Williamson Ether Synthesis
Alkoxide (CH3O-)

Answer 4

• Alkoxide ion reacts with the substrate in SN2.
• Substrate must be unhindered and bear a good leaving group (primary alky halide)

Question 5

mCPBA (Alkene - Epoxide)
RCO3H

Answer 5

Question 6

Hydrolysis of an epoxide
H3O+, H2O

Answer 6

• SN2: Epoxide ring is opened by the attack of a hydroxide nucleophile

Question 7

Alkene Epoxidation
Alkene + CH3CO3H (m-CPBA)

Answer 7