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Cyclopentyl methyl ether

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Colorless clear liquid

Cyclopentyl methyl ether Cyclopentyl methyl ether CAS 5614379 843949

Global and china cyclopentyl methyl ether cpme industry 2014 market trend size share growth and fore


Cyclopentyl methyl ether (CPME), also known as methoxycyclopentane, is hydrophobic ether solvent. A high boiling point of 106 °C (223 °F) and preferable characteristics such as low formation of peroxides, relative stability under acidic and basic conditions, formation of azeotropes with water coupled with a narrow explosion range render CPME an alternative to other ethereal solvents such as tetrahydrofuran (THF), 2-methyltetrahydrofuran (2-MeTHF), dioxane (carcinogenic), and 1,2-dimethoxyethane (DME).

Contents

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Synthesis

The synthesis of this compound can be done in two different ways:

(1) by methylation of the cyclopentanol.

Cyclopentyl methyl ether Cyclopentyl methyl ether inhibitorfree anhydrous 999 Sigma

(2) by the addition of methanol to the cyclopentene. This second method is better from the point of view of sustainable chemistry since it does not produce by-products.

Applications

Cyclopentyl methyl ether Cyclopentyl methyl ether CAS 5614379 SCBT

Cyclopentyl methyl ether is used in organic synthesis, mainly as a solvent. However it is also useful in extraction, polymerization, crystallization and surface coating.

Some examples of reactions where it acts as a solvent are:

Cyclopentyl methyl ether Cyclopentyl methyl ether 995 Extra Dry stabilized AcroSeal ACROS

  • Reactions involving alkali agents: nucleophilic substitutions of heteroatoms (alcohols and amines)
  • Lewis acids-mediated reactions: Beckmann Reaction, Friedel-Crafts Reaction etc.
  • Reactions using Organometallic reagents or basic agents: Claisen condensation, formation of enolates or Grignard reaction.
  • Reduction and oxidation.
  • Reactions with transition metal catalysts.
  • Reactions with azeotropical removal of water: acetalization, etc.

  • Cyclopentyl methyl ether Cyclopentyl methyl ether Cyclopentyl methyl ether C AZ

    Cyclopentyl methyl ether Cyclopentyl methyl ether CPME

    Cyclopentyl methyl ether FileCyclopentyl methyl ether synthesis 1png Wikimedia Commons

    References

    Cyclopentyl methyl ether Wikipedia