Grignard Reaction with Formaldehyde

CH3MgBr + HCHO → CH3CH2OH (after hydrolysis)

概述

A Grignard reagent (methylmagnesium bromide) adds to formaldehyde, and after aqueous workup produces a primary alcohol. Grignard reagents are organomagnesium halides that act as powerful nucleophilic carbon sources. The reaction must be performed in anhydrous ether because Grignard reagents react violently with water.

参与者

角色 物质 系数 状态
反应物 Formaldehyde CH₂O 1 (l)
产物 Ethanol C₂H₅OH 1 (l)

日常示例

Victor Grignard won the 1912 Nobel Prize for this reaction, which revolutionized organic synthesis and is still one of the most taught reactions.

工业重要性

格氏试剂与醛类的反应是有机合成中构建C-C键的最重要方法之一，广泛用于制药工业中合成复杂分子，以及香料和精细化工品的合成。

属性

类型
Organic
可逆
否
能量
放热
ΔH
-85.0 kJ/mol

相关反应

Epoxidation of Alkenes (mCPBA) Swern Oxidation Oxidation of Secondary Alcohol to Ketone E2 Elimination (Dehydrohalogenation) Claisen Condensation (Ethyl Acetate) Aldol Condensation of Acetaldehyde Kolbe Electrolysis Baeyer-Villiger Oxidation Beckmann Rearrangement (Cyclohexanone Oxime) Dehydration of Ethanol

Frequently Asked Questions

What is the equation for Grignard Reaction with Formaldehyde?
The balanced equation is: CH₃MgBr + HCHO → CH₃CH₂OH (after hydrolysis).
What type of reaction is Grignard Reaction with Formaldehyde?
Grignard Reaction with Formaldehyde is a organic reaction.
Is Grignard Reaction with Formaldehyde exothermic or endothermic?
Grignard Reaction with Formaldehyde is exothermic (releases energy). The enthalpy change (ΔH) is -85.0 kJ/mol.