Williamson Ether Synthesis

C₂H₅ONa + CH₃I → C₂H₅OCH₃ + NaI

Visão geral

Sodium ethoxide (an alkoxide) reacts with methyl iodide in an SN2 reaction to form ethyl methyl ether. This is the most general and reliable method for synthesizing asymmetric ethers. The alkoxide acts as the nucleophile, and a primary alkyl halide provides the best yields.

Exemplo do cotidiano

MTBE (methyl tert-butyl ether), once the most widely used gasoline additive, was produced by a variation of ether synthesis.

Importância industrial

A síntese de Williamson é utilizada para produzir anisol, éteres-coroa, derivados de polietilenoglicol e ligações éter em fármacos.

Propriedades

Tipo: Organic
Reversível: Não
Energia: Exotérmico
ΔH: -90,0 kJ/mol

Reações relacionadas

Swern Oxidation Oxidation of Secondary Alcohol to Ketone Claisen Condensation (Ethyl Acetate) Kolbe Electrolysis Baeyer-Villiger Oxidation Beckmann Rearrangement (Cyclohexanone Oxime) Catalytic Hydrogenation of Ethylene Condensation Polymerization (Nylon 6,6) Cope Rearrangement Epoxidation of Alkenes (mCPBA)

Frequently Asked Questions

What is the equation for Williamson Ether Synthesis?

The balanced equation is: C₂H₅ONa + CH₃I → C₂H₅OCH₃ + NaI.

What type of reaction is Williamson Ether Synthesis?

Williamson Ether Synthesis is a organic reaction.

Is Williamson Ether Synthesis exothermic or endothermic?

Williamson Ether Synthesis is exothermic (releases energy). The enthalpy change (ΔH) is -90.0 kJ/mol.