Cope Rearrangement

1,5-hexadiene ⇌ 1,5-hexadiene (rearranged)

概要

The Cope rearrangement is a [3,3]-sigmatropic rearrangement of 1,5-dienes that proceeds through a chair-like transition state. No bonds are broken or formed to reagents; the sigma bond migrates through the diene framework. The oxy-Cope variant (followed by keto-enol tautomerism) is particularly useful in synthesis.

日常の例

The Cope rearrangement demonstrates that molecules can rearrange thermally without any catalyst or reagent, just by heating.

産業上の重要性

コープ転位のようなシグマトロピー転位は、天然物合成や有機材料の熱安定性の理解に使用されています。

特性

タイプ
Organic
可逆的
はい
エネルギー
吸熱性
ΔH
0.0 kJ/mol
触媒
Heat (200-300 C)

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) Oxidation of Primary Alcohol to Aldehyde Epoxidation of Alkenes (mCPBA)

Frequently Asked Questions

What is the equation for Cope Rearrangement?
The balanced equation is: 1,5-hexadiene ⇌ 1,5-hexadiene (rearranged).
What type of reaction is Cope Rearrangement?
Cope Rearrangement is a organic reaction. It is reversible under certain conditions.
Is Cope Rearrangement exothermic or endothermic?
Cope Rearrangement is endothermic (absorbs energy). The enthalpy change (ΔH) is 0.0 kJ/mol.
What conditions are needed for Cope Rearrangement?
This reaction requires a catalyst (Heat (200-300 C)).