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In organic chemistry, an epoxide is a cyclic ether, where the ether forms a three-atom ring: two atoms of carbon and one atom of oxygen. This triangular structure has substantial ring strain, making epoxides highly reactive, more so than other ethers. They are produced on a large scale for many applications.
It is a cyclic ether and the simplest epoxide: a three-membered ring consisting of one oxygen atom and two carbon atoms. Ethylene oxide is a colorless and flammable gas with a faintly sweet odor. Because it is a strained ring, ethylene oxide easily participates in a number of addition reactions that result in ring-opening.
As oxygen transfer occurs, the plane of the oxirane is perpendicular to and bisects the plane of the alkene pi system. The configuration of the alkene is maintained in the product, ruling out long-lived radical intermediates.
The compound is classified as heterocyclic compound, specifically a cyclic ether. It is a colorless, water-miscible organic liquid with low viscosity. It is mainly used as a precursor to polymers. [8] Being polar and having a wide liquid range, THF is a versatile solvent. It is an isomer of another solvent, butanone.
Heterocyclic organic compounds can be usefully classified based on their electronic structure. The saturated organic heterocycles behave like the acyclic derivatives. Thus, piperidine and tetrahydrofuran are conventional amines and ethers, with modified steric profiles. Therefore, the study of organic heterocyclic chemistry focuses on organic ...
Several million tons of ethylene glycol are produced annually by the hydration of oxirane, a cyclic compound also known as ethylene oxide: C 2 H 4 O + H 2 O → HO–CH 2 CH 2 –OH. Acid catalysts are typically used. [2]
Oxanes are the class of hexic cyclic ether rings with tetrahydropyran as the root chemical. Oxanes have one or more carbon atoms replaced with an oxygen atom. [8] The IUPAC preferred name for tetrahydropyran is now oxane. [9] Oxane is also the brand name for cis-2-methyl-4-propyl-1,3-oxathiane, a commercial fragrance. [10]
Brevisamide, a proposed biosynthetic precursor for a polyether marine toxin, was synthesized by Ghosh and Li, one step of which is a Rubottom oxidation of the cyclic silyl enol ether under buffered conditions. [31] Chiral chromium catalyst B was developed the Jacobsen group and confers high levels of enantio- and diastereoselectivity. [32]