Epoxide - Wikipedia
WebIn 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.
18.6: Reactions of Epoxides - Ring-opening - Chemistry LibreTexts
WebUnder aqueous basic conditions the epoxide is opened by the attack of hydroxide nucleophile during an S N 2 reaction. The epoxide oxygen forms an alkoxide which is subsequently protonated by water forming the 1,2-diol product. If the epoxide is asymmetric the incoming hydroxide nucleophile will preferable attack the less substituted epoxide …
Epoxide | Synthesis, Reactions, Ring-Opening | Britannica
WebEpoxide, cyclic ether with a three-membered ring. The basic structure of an epoxide contains an oxygen atom attached to two adjacent carbon atoms of a hydrocarbon. The strain of the three-membered ring makes an epoxide much more reactive than a typical acyclic ether. Ethylene oxide is economically.
15.7: Synthesis of Epoxides - Chemistry LibreTexts
WebEpoxides (also known as oxiranes) are three-membered ring structures in which one of the vertices is an oxygen and the other two are carbons. The most important and simplest epoxide is ethylene oxide which is prepared on an …
Epoxide Functional Group | ChemTalk
WebWhat is an Epoxide? An epoxide is a unique functional group found in many organic compounds. The group involves two carbons and oxygen forming a three-membered ring structure. Due to the nature of three-membered ring …
9.6. Epoxide reactions | Organic Chemistry 1: An open textbook
WebEpoxide ring-opening reactions – S N 1 vs. S N 2, regioselectivity, and stereoselectivity. The nonenzymatic ring-opening reactions of epoxides provide a nice overview of many of the concepts we have seen already in this chapter. Ring-opening reactions can proceed by either S N 2 or S N 1 mechanisms, depending on the nature of the epoxide and ...
18.6: Reactions of Epoxides- Ring-opening - Chemistry LibreTexts
WebSep 29, 2023 · Unlike other ethers, epoxide rings can be cleaved by bases and nucleophiles as well as by acid. Although an ether oxygen is normally a poor leaving group in an S N 2 reaction (Section 11.3), the strain of the three-membered ring causes epoxides to react with hydroxide ion at elevated temperatures.
18.4 Cyclic Ethers: Epoxides - Organic Chemistry | OpenStax
WebEthylene oxide, the simplest epoxide, is an intermediate in the manufacture of both ethylene glycol, used for automobile antifreeze, and polyester polymers. Approximately 37 million tons of ethylene oxide is produced worldwide each year, most of it by air oxidation of ethylene over a silver oxide catalyst at 300 °C.
The Outlier Of The Ether Family - Master Organic Chemistry
WebJan 26, 2015 · Last updated: November 7th, 2022 |. Properties and Synthesis of Epoxides. Epoxides (oxiranes) are cyclic ethers that have unusually high reactivity due to ring strain (about 13 kcal/mol). The 3-membered ring of epoxides can be opened under both acidic and basic conditions.
Epoxide - an overview | ScienceDirect Topics
WebEpoxide. Also called epoxide, is an organic compound containing a three-membered ring involving an oxygen atom and two carbon atoms. From: Reference Module in Chemistry, Molecular Sciences and Chemical Engineering, 2018
Skip to content