Williamson Ether Synthesis

C2H5ONa + CH3I → C2H5OCH3 + NaI

概要

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.

日常の例

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

産業上の重要性

ウィリアムソン合成はアニソール、クラウンエーテル、ポリエチレングリコール誘導体、医薬品のエーテル結合の製造に使用される。

特性

タイプ
Organic
可逆的
いいえ
エネルギー
発熱性
ΔH
-90.0 kJ/mol

関連する反応

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.