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Intermediate Topic 798 of 1102 Organic Chemistry

Ethers

Compounds with an oxygen bonded to two carbons, relatively unreactive solvents.

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In-depth explanation of Ethers

Ethers have the general formula R-O-R', with an oxygen atom bonded to two carbon groups, and the C-O-C angle is bent, similar to water. Because they lack an O-H bond, ethers cannot form hydrogen bonds with each other, so they have lower boiling points than alcohols of similar mass. They are poorly reactive and are widely used as aprotic solvents, although they form explosive peroxides on storage when exposed to air. Ethers are cleaved by strong acids such as HI, which breaks the C-O bond.

Going deeper: Ethers

Key ideas: General formula R-O-R, with a bent C-O-C angle of about 110 degrees; no O-H, so no hydrogen bonding and boiling points close to alkanes (diethyl ether 35 C). Fairly unreactive, used as solvents; cleaved by concentrated HI or HBr. They form explosive peroxides with air over time. IUPAC naming: alkoxyalkane (methoxyethane).

Common mistakes and connections: Students think ethers boil as high as alcohols, or forget the peroxide hazard. Another error is predicting cleavage products wrongly: with an aryl alkyl ether and HI the products are phenol and alkyl iodide, because aryl iodide does not form. Links to functional isomerism with alcohols and Williamson synthesis.

Visualization of Ethers

Diethyl ether boils at 308 K, like pentane, and far below isomeric 1-butanol (390 K), because ethers cannot hydrogen bond to themselves. The interactive lesson shows this as a live animation or chart.

Worked example and use case

Diethyl ether was once used as a general anaesthetic because it is volatile and relatively unreactive.

Frequently asked questions about Ethers

What is Ethers?

Compounds with an oxygen bonded to two carbons, relatively unreactive solvents.

Is Ethers a beginner, intermediate or advanced topic?

Ethers is a intermediate topic in Organic Chemistry. It builds on the vocabulary of beginner topics in this area.

What should I learn before Ethers?

Study these earlier topics in Organic Chemistry first: Lucas Test, Ethanol Production, Phenols.

What comes after Ethers?

The next topics in Organic Chemistry are Williamson Ether Synthesis and Aldehydes.

Can I practise Ethers with quizzes?

Yes. The interactive lesson includes a self-check question on Ethers, and the Organic Chemistry quiz draws on every topic in this area.

Where Ethers fits in Organic Chemistry

Ethers is topic 70 of 148 in Organic Chemistry.

Related topics

Browse all 148 topics in Organic Chemistry