• alkoxymercuration
• crown ether
• disulfide (R–S–S–R′)
• ether (R–O–R′)
• mercapto group
• sulfide (R–S–R′)
• sulfone
• sulfonium ion
• sulfoxide
• thiol
• thiolate ion (RS–)
• Williamson ether synthesis

Summary of Reactions 18

• Synthesis of ethers (Section 18.2)
  • Williamson ether synthesis

• • Alkoxymercuration/demercuration

• Reactions of ethers
  • Cleavage by HBr or HI (Section 18.3)

• • Acid-catalyzed epoxide opening (Section 18.5)

• • Base-catalyzed epoxide opening (Section 18.5)

• Synthesis of thiols (Section 18.7)

• Oxidation of thiols to disulfides (Section 18.7)

• Synthesis of sulfides (Section 18.7)

• Oxidation of sulfides to sulfoxides and sulfones (Section 18.7)