90 articles
1,2-Dimethoxyethane
1,2-Dimethoxyethane, also called monoglyme, glyme, or dimethyl Cellosolve, is a highly flammable liquid diether solvent used in organometallic synthesis and as a lithium battery electrolyte solvent.
1,4-Dioxane
1,4-Dioxane, also known as dioxan, is a water-miscible cyclic ether used as an industrial solvent and a likely human carcinogen found as a contaminant in consumer products and drinking water.
12-Crown-4
12-Crown-4, systematically 1,4,7,10-tetraoxacyclododecane, is a crown ether with four oxygen atoms in a twelve-membered ring, formula C₈H₁₆O₄, used as a lithium ionophore and electrolyte additive in lithium batteries.
15-Crown-5
15-Crown-5 (15C5) is a crown ether, a synthetic macrocyclic polyether with a 15-membered ring containing five oxygen atoms that form a cavity binding metal cations, most notably the sodium ion.
18-Crown-6
18-Crown-6 is a cyclic polyether, or crown ether, with 18 ring atoms including six oxygens; it selectively binds potassium cations and dissolves alkali-metal salts in organic solvents.
2-Butoxyethanol
2-Butoxyethanol, also called ethylene glycol monobutyl ether or butyl glycol, is a clear, water-miscible glycol ether solvent used widely in surface coatings and cleaning products.
2-Ethoxyethanol
2-Ethoxyethanol, also called ethylene glycol monoethyl ether or EGEE, is a glycol ether solvent used in paints, coatings, printing inks, and cleaners, and regulated for reproductive toxicity.
2-Methoxyethanol
2-Methoxyethanol, also called ethylene glycol monomethyl ether, is a glycol ether solvent used in paints, coatings, and printing inks and classified as a reproductive and developmental toxicant.
2-Methyltetrahydrofuran
2-Methyltetrahydrofuran (2-MeTHF), also called 2-methyloxolane, is a renewable cyclic ether solvent produced from furfural in biomass, used as a greener alternative to THF and hexane, and permitted for food extraction in the EU since 2023.
Allyl glycidyl ether
Allyl glycidyl ether (AGE) is a colorless flammable liquid with one epoxide ring and one allyl group, used mainly as a reactive diluent in epoxy resins.
Anomeric effect
The anomeric effect, also called the Edward–Lemieux effect, is a stereoelectronic effect in organic chemistry that makes polar substituents at the anomeric carbon of pyranose sugars prefer the axial position.
Arene oxide
An arene oxide, also called an arene epoxide, is an epoxide formed by adding oxygen across an arene ring's double bond, a labile intermediate in aromatic metabolism.
Aryl ethers
Aryl ethers are ethers in which the oxygen atom is attached to at least one aromatic ring, a strong C(sp2)–O linkage abundant in drugs, natural products, and lignin.
BDE-47
BDE-47, or 2,2′,4,4′-tetrabromodiphenyl ether, is a brominated flame retardant once used in foams and textiles; the dominant PBDE congener, it is a persistent organic pollutant slated for global elimination.
Bisphenol A diglycidyl ether
Bisphenol A diglycidyl ether, also known as diglycidyl ether of bisphenol A, is an organic compound made from bisphenol A and epichlorohydrin that forms most epoxy resins.
Brominated flame retardant
Brominated flame retardants (BFRs) are man-made bromine chemicals added to plastics, textiles, and electronics to make them less flammable; many, including PBDEs and HBCD, are persistent and toxic and have been phased out.
CO2-based polycarbonate polyols (cardyon)
CO2-based polycarbonate polyols (cardyon) are polyurethane components made by Covestro in Germany since 2016, in which up to 20 percent of the feedstock is CO2 instead of crude oil.
CO2-based polycarbonate polyols for polyurethane
CO2-based polycarbonate polyols are polyurethane raw materials made by copolymerizing carbon dioxide with epoxides; Covestro has produced them commercially at Dormagen, Germany, since 2016 for foams, adhesives, and coatings.
Crown ether
A crown ether is a macrocyclic polyether whose cyclic ring binds metal cations inside its cavity, discovered accidentally by Charles J. Pedersen at DuPont in 1967.
Cyclohexene oxide
Cyclohexene oxide, also called 1,2-epoxycyclohexane, is a cyclic epoxide, a colorless liquid with a strong odor used to make epoxy resins and the carbon dioxide-derived polymer poly(cyclohexene carbonate).
Cyclopentyl methyl ether
Cyclopentyl methyl ether (CPME) is a hydrophobic ether solvent commercialized by Zeon Corporation in 2005, used in organic synthesis as a lower-toxicity, peroxide-resistant alternative to THF and diethyl ether.
Darzens reaction
The Darzens reaction, also known as the Darzens condensation, condenses an aldehyde or ketone with an α-halo ester under basic conditions to give a glycidic ester.
Dibenzo-18-crown-6
Dibenzo-18-crown-6 (DB18C6) is a cyclic polyether first discovered by Charles J. Pedersen at DuPont, and its subsequent work led to a 1987 Nobel Prize.
Diethyl ether
Diethyl ether, also known as sulfuric ether, is a volatile, extremely flammable liquid that was the first widely used surgical anesthetic and remains an industrial solvent and reaction medium.
Diethylene glycol
Diethylene glycol (DEG), also called ethylene diglycol, is a colorless, viscous liquid used mostly as a chemical intermediate, known as the toxic contaminant behind recurring mass poisonings, including the 1937 Elixir Sulfanilamide disaster.
Diethylene glycol monoethyl ether
Diethylene glycol monoethyl ether (DEGEE), also known as ethoxydiglycol, Carbitol, or Transcutol, is a water-miscible glycol ether solvent used in coatings, inks, cosmetics, and as a skin penetration enhancer in pharmaceuticals.
Diglyme
Diglyme, also known as diethylene glycol dimethyl ether, is a colorless, water-miscible glyme solvent used in organic synthesis, coatings, semiconductor photolithography, and lithium battery electrolytes, and is classified in the EU as toxic to reproduction.
Diisopropyl ether
Diisopropyl ether, also known as isopropyl ether, is a highly flammable liquid ether used as an extraction solvent and gasoline additive, and it forms explosive peroxides in storage.
Dimethoxyethane
Dimethoxyethane, formally 1,2-dimethoxyethane and commonly called monoglyme, is a colorless, water-miscible ether used as an aprotic solvent in organic synthesis and as the principal ether solvent in lithium battery electrolytes.
Dimethyl ether
Dimethyl ether (DME, CH₃OCH₃), also called methoxymethane, is the simplest ether, a highly flammable gas used mainly as an aerosol propellant and studied as a soot-free alternative diesel fuel.