Naming Epoxides Lecture

Introduction

• Presenter: Leah from leah4sci.com
• Topic: Naming epoxides in organic chemistry.
• Methods: Two naming methods (IUPAC with epoxy and oxyrane method).

Epoxides Overview

• Also known as oxyrane.
• Composed of two carbons and an oxygen in a ring (heterocyclic compound).
• "Hetero" implies a non-carbon atom in the ring.

Naming Methods for Epoxides

1. Epoxy Prefix Method (IUPAC)

• Procedure:
  • Identify and highlight the parent chain.
  • Count the number of carbons to determine the first name.
  • If only single bonds, use the suffix "ane."
  • Identify the epoxy group and its position.
• Examples:
  • 1,2-epoxyethane: Two carbons in the parent chain, epoxy on carbons 1 and 2.
  • 1,2-epoxypropane: Three carbons, epoxy on carbons 1 and 2.
  • 2,3-epoxy-2-methylbutane: Four carbons, epoxy on carbons 2 and 3, methyl on carbon 2.
  • 1-chloro-2,3-epoxy-7-methyl-nonane: Nine carbons, chlorine on carbon 1, epoxy on carbons 2 and 3, methyl on carbon 7.
  • Epoxycyclohexane: 6-carbon ring, epoxy on carbons 1 and 2.

2. Oxyrane Suffix Method

• Procedure:
  • Identify the epoxide as the parent chain.
  • Use oxyrane as the suffix.
  • Add substituents as prefixes, specifying location if necessary.
• Examples:
  • Oxyrane: Simple epoxide without substitution.
  • Methyl oxyrane: Methyl group on oxyrane.
  • 223 trimethyl oxyrane: Three methyl groups on carbons 2 and 3 of oxyrane.

Larger Molecules with Epoxides

• Recommended to use the epoxy method for naming larger molecules.

Additional Tips

• When epoxide is part of a ring, number such that carbons holding oxygen have sequential numbers.

Conclusion & Resources

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