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Naming Ethers: Common and IUPAC Rules

Sep 16, 2024

Naming Ethers

Common and IUPAC Names

  • Ethers can be named using common names or IUPAC names.

Example 1: CH3OCH2CH3

  • Common Name: Ethyl methyl ether
  • IUPAC Name: 1-methoxyethane (or methoxyethane)
    • Longest chain: 2 carbons (ethane)
    • Substituent: OCH3 (methoxy)

Example 2: CH3OCH2CH2CH3

  • Common Name: Butyl ethyl ether
  • IUPAC Name: 1-ethoxybutane
    • Longest chain: 4 carbons (butane)
    • Substituent: OCH3 (ethoxy)

Example 3: CH3CH2OCH2CH3

  • Common Name: Diethyl ether
  • IUPAC Name: Ethoxyethane
    • Both sides have ethyl groups, so it's simply diethyl ether in common name.

Example 4: CH3CH(OCH2CH3)CH2CH3

  • Common Name: Ethyl isopropyl ether
  • IUPAC Name: 2-ethoxypropane
    • Longest chain: 3 carbons (propane)
    • Substituent: OCH2CH3 (ethoxy)

Example 5: CH3CH(OCH3)CH2CH2Br

  • Common Name: Not applicable
  • IUPAC Name: 4-bromo-3-methoxy-2-pentanol
    • Alcohol (OH) has higher priority than ether.

Example 6: CH3O(C5H10)

  • Common Name: Cyclopentyl methyl ether
  • IUPAC Name: Methoxycyclopentane
    • Longest chain: cyclopentane
    • Substituent: OCH3 (methoxy)

Example 7: C6H11OCH2CH3

  • Common Name: Cyclohexyl ethyl ether
  • IUPAC Name: Ethoxycyclohexane
    • Longest chain: cyclohexane

Example 8: C2H5O(C2H5O)

  • Common Name: Dimethoxyethane
  • IUPAC Name: 1,2-dimethoxyethane
    • Longest chain: 2 carbons (ethane)

Example 9: C9H19O(C2H5)

  • Common Name: Diethyl ether
  • IUPAC Name: 1,6-diethoxy-nonane
    • Longest chain: 9 carbons (nonane)
    • Substituents at carbons 1 and 6.

Summary

  • Ethers can be named using both common nomenclature and IUPAC nomenclature.
  • The common name often combines the names of the two alkyl groups, while the IUPAC name follows systematic rules prioritizing the longest carbon chain and substituents.