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Structures of Terpenes Simplified Revision Notes

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Structures of Terpenes

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Introduction

  • Terpenes are organic compounds that are composed of carbon and hydrogen atoms.
  • They are characterised by having carbon atoms arranged in multiples of five.

Isoprene: The Building Block

  • The fundamental unit in all terpenes is called isoprene, with the chemical formula C5H8.
  • The systematic name for isoprene is 2-methylbuta-1,3-diene.

Formation of Terpenes

  • Terpenes are unsaturated compounds formed by linking together isoprene units.
  • Isoprene units can be connected in two ways:
    • Head to tail, forming linear terpenes.
    • In rings, resulting in cyclic terpenes.

Examples of Terpenes

Limonene (Cyclic Terpene):

  • Found in citrus fruits.
  • Composed of two isoprene units linked in a ring.
  • Total carbons: 10.

B-carotene (Linear Terpene):

  • Found in carrots.
  • Made from 8 isoprene units linked head to tail.
  • Total carbons: 40.

Menthol (Cyclic Terpenoid):

  • Found in peppermint.
  • It is a cyclic terpenoid, indicating it has undergone oxidation.
  • Possesses a distinct aroma.

Structures of Terpenes

Chemistry

Identifying Isoprene Units

Isoprene unit structure

  • Isoprene units within terpene structures can be identified by their characteristic features:
    • Consists of 5 carbons.
    • Include a methyl branch.
    • Contain one double bond.
  • When asked to identify an isoprene unit, look for a section with these characteristics and circle it.

Conclusion:

  • Terpenes are organic compounds composed of carbon and hydrogen atoms.
  • They contain carbon atoms in multiples of five.
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