Epoxide - Wikipedia
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.
Epoxide | Synthesis, Reactions, Ring-Opening | Britannica
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 the most important epoxide and is made from oxidation of ethylene over a silver catalyst.
18.6: Reactions of Epoxides - Ring-opening - Chemistry LibreTexts
The ring-opening reactions of epoxides provide a nice overview of many of the concepts discussed in earlier chapters of this book. Ring-opening reactions can proceed by either S N 2 or S N 1 mechanisms, depending on the nature of the epoxide and on the reaction conditions.
9.6. Epoxide reactions | Organic Chemistry 1: An open textbook
Epoxides (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 carbons in an epoxide group are very reactive electrophiles, due in large part to the fact that substantial ring strain is relieved when the ring opens upon nucleophilic attack.
18.6 Reactions of Epoxides: Ring-opening - Chemistry LibreTexts
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 on the reaction conditions.
18.5 Reactions of Epoxides: Ring-Opening - OpenStax
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 …
Epoxide Reactions: Definition, Examples, and Mechanism
Types of Epoxide Reactions. Epoxides undergo nucleophilic substitution via the SN1 or SN2 mechanism, depending on the nature of the epoxide and reaction conditions. For an asymmetric epoxide, the product’s structure will depend on which mechanism dominates [1-4].
Ch14 Ethers and Epoxides (landscape).docx Page 11 Epoxides Unlike straight chain ethers, epoxides are very reactive (release of ring strain), and are useful intermediates because of their chemical versatility. Synthesis Recall alkene and peroxyacid epoxide and carboxylic acid. E.g. MCPBA is one of the most common epoxidising reagents.
Epoxides - The Outlier Of The Ether Family - Master Organic Chemistry
2015年1月26日 · 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. Epoxides can be synthesized from alkenes via epoxidation with a peroxyacid like m-CPBA, or from halohydrins via treatment with base. Table of Contents
Epoxidation - Chemistry LibreTexts
2023年1月23日 · Some oxidation reactions of alkenes give cyclic ethers in which both carbons of a double bond become bonded to the same oxygen atom. These products are called epoxides or oxiranes. An important method for preparing epoxides is by reaction with peracids, RCO 3 H. The oxygen-oxygen bond of such peroxide derivatives is not only weak (ca. 35 kcal ...