Cyclopentyl methyl ether
Cyclopentyl methyl ether (CPME), also known as methoxycyclopentane, is hydrophobic ether solvent. A high boiling point of 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 attractive alternative to other ethereal solvents such as tetrahydrofuran (THF), 2-methyltetrahydrofuran (2-MeTHF), dioxane, and 1,2-dimethoxyethane (DME). Synthesis. The synthesis of this compound can be done in two different ways: (1) by methylation of the cyclopentanol. (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 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: