登录

The Frost circle or the inscribed polygon method is a graphical method for determining the relative energies of π molecular orbitals (MOs) for planar, fully conjugated, and monocyclic compounds. This method was first described by A. A. Frost and Boris Musulin in 1953.

A Frost circle is constructed by drawing a polygon whose number of edges is equal to the number of carbons of the given cyclic system, with one of the vertices pointing down. Then, a circle is drawn enclosing the polygon so that all the polygon's vertices touch the circle. The points where the circle touches the polygon are marked with short horizontal lines, representing the energy levels of π molecular orbitals.

Figure1

Subsequently, a dashed horizontal line is drawn through the center of the circle, bisecting the polygon. The energy levels below this line represent bonding molecular orbitals, and above this line represent antibonding molecular orbitals. The energy levels on the line represent non-bonding molecular orbitals, with the energy equal to p orbitals from which the molecular orbitals are formed.

Finally, the π electrons are added to the energy levels starting from the lowest and moving upwards. The degenerate orbitals are filled first with a single electron and then paired with another electron if available, following Pauli’s exclusion principle and Hund’s rules.

Tags
H ckel s RuleMOsFrost CircleInscribed Polygon MethodPlanar Fully Conjugated Monocyclic CompoundsMolecular OrbitalsBondingAntibondingNon bondingPauli Exclusion PrincipleHund s Rules

来自章节 17:

article

Now Playing

17.7 : Hückel's Rule Diagram of π MOs: Frost Circle

Aromatic Compounds

4.1K Views

article

17.1 : 芳香族化合物:概述

Aromatic Compounds

9.3K Views

article

17.2 : 具有单个取代基的芳香族化合物的命名法

Aromatic Compounds

7.0K Views

article

17.3 : 具有多个取代基的芳香族化合物的命名法

Aromatic Compounds

6.8K Views

article

17.4 : 苯的结构:Kekulé 模型

Aromatic Compounds

7.7K Views

article

17.5 : 苯的结构:分子轨道模型

Aromatic Compounds

8.1K Views

article

17.6 : 芳香性标准和 Hückel 4n + 2 规则

Aromatic Compounds

9.2K Views

article

17.8 : 适用于不同共轭系统的 Frost Circle

Aromatic Compounds

2.5K Views

article

17.9 : 芳烃阴离子:结构概述

Aromatic Compounds

2.5K Views

article

17.10 : 芳烃阳离子:结构概述

Aromatic Compounds

2.5K Views

article

17.11 : 五元杂环芳香族化合物:概述

Aromatic Compounds

3.5K Views

article

17.12 : 芳香族化合物的 NMR 波谱

Aromatic Compounds

4.2K Views

JoVE Logo

政策

使用条款

隐私

科研

教育

关于 JoVE

版权所属 © 2025 MyJoVE 公司版权所有,本公司不涉及任何医疗业务和医疗服务。