Epoxides Cyclic three-membered ring ethers

Ethers are compounds that have two organic groups connected to a single oxygen atom. Epoxides are cyclic, three-membered ring ethers. 

Epoxides are three-membered ring, cyclic ethers. 

Although epoxides are always considered to have their oxygen atom as part of a three membered ring the prefix epoxy in the lUPAC system of nomenclature can be used to denote a cyclic ether of vanous sizes Thus... 

Alkenes are oxidized to give epoxides on treatment with a peroxyacid (RCO H), such as mefn-chloroperoxybenzoic acid. An epoxide, also called an oxirane, is a cyclic ether with an oxygen atom in a three-membered ring. For example ... 

The one general exception to the rule that ethers don t typically undergo Sn2 reactions occurs with epoxides, the three-membered cyclic ethers that we saw in Section 7.8. Epoxides, because of the angle strain in the three-membered ring, are much more reactive than other ethers. They react with aqueous acid to give 1,2-diols, as we saw in Section 7.8, and they react readily with many other nucleophiles as well. Propene oxide, for instance, reacts with HC1 to give l-chloro-2-propanol by Snj2 backside attack on the less hindered primary carbon atom. We ll look at the process in more detail in Section 18.6. 

Epoxides are cyclic ethers with three-membered rings (IUPAC oxiranes). 

Unique among cyclic ethers are those with three-membered rings, the epoxides or oxiranes. Their large ring strains make them highly reactive. 

Three-membered cychc ethers are known as epoxides. They are just a subclass of ethers containing a three-membered oxirane ring (C—O—C unit). Cyclic ethers have the prefix epoxy- and suffix -alkene oxide. Five-membered and six-membered cyclic ethers are known as oxolane and oxane, respectively. 

D is correct. Epoxides, oxygen-containing cyclic compounds, have much higher reactivity levels than other ethers. This is due to a highly strained three-member ring that can be opened by nucleophilic attack. Benzene is stabilized by electron delocalization, which is possible in aromatic compounds. 

Epoxides (or oxiranes) are three-membered cyclic ethers and differ from other cyclic and acyclic ethers in that they are reactive with different reagents. The reason for this difference in reactivity is the strained three-membered ring. 

Alkenes undergo reaction with peroxycarboxylic acids (RCO3H) to give three-membered-ring cyclic ethers called epoxides. For example, 4-octene reacts with a peroxyacid to yield 4,5-epoxyoctane ... 

The only cyclic ethers that behave differently from open-chain ethers the three-membered-ring compounds called epoxides, or oxiranes. strain of the tbree-meml red ring gives epoxides unique chemical reach Ethylene oxide, the simplest epoxide, is an intermediate in the mam ture of both ethylene glycol, used for automobile antifreeze, and polyester mers. More than 4 million tons of ethylene oxide are produced each year the United States by air oxidation of ethylene over a silver oxide catalyst a SOO°C. This process is not useful for other epoxides, however, and is of littb value in the laboratory. Note that the name ethylene, oxide is not a systematie one because the -ene ending implies the presence of a double bond in the mol eculc. The name is frequently used, however, because ethylene oxide is deriva from ethylene by addition of an oxygen atom. Other simple epoxides are name similarly. The systematic name for ethylene oxide is 1,2-epoxyethane. 

The one group of cyclic ethers that behaves differently from open-chain ethers contains the three-membered-ring compounds called epoxides, or oximnes. 

One of the commonest three-membered ring systems is the three-membered cyclic ether, otherwise known as an epoxide, or oxirane. The first thing to... 

In addition to step and chain polymerizations, another mode of polymerization is of importance. This is the ring-opening polymerization of cyclic monomers such as cyclic ethers, esters (lactones), amides (lactams), and siloxanes. Examples of commercially important types are given in Table 10.1. Of those listed, only the polyalkenes are composed solely of carbon chains. Those that have enjoyed the longest history of commercial exploitation are polyethers prepared from three-membered ring cyclic ethers (epoxides), polyamides from cyclic amides (lactams), and polysiloxanes from cyclic siloxanes. 

Epoxides are cyclic three-membered ethers containing an oxygen atom in the ring. They are also termed oxiranes and 1,2-epoxides. The general structure of this class of compounds is as follows ... 

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