Grignard Reaction with Formaldehyde

CH3MgBr + HCHO → CH3CH2OH (after hydrolysis)

概要

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.

参加者

役割 物質 係数 状態
反応物 Formaldehyde CH₂O 1 (l)
生成物 Ethanol C₂H₅OH 1 (l)

日常の例

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

産業上の重要性

グリニャール反応は医薬品、天然物、特殊化学品の合成における炭素-炭素結合形成の標準手法として広く利用されている。

特性

タイプ
Organic
可逆的
いいえ
エネルギー
発熱性
ΔH
-85.0 kJ/mol

関連する反応

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.