Aromaticity

Electrophilic Aromatic Substitution: Introduction

Electrophilic Aromatic Substitution: Introduction

July 11, 2017

Today’s post covers a key reaction of aromatic compounds: electrophilic aromatic substitution. When we covered the reactions of alkenes a while back – a lot of reactions! –  we saw that the vast maj…

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Frost Circles

Frost Circles

May 17, 2017

We’ve spent a lot of time in previous posts “building up” and drawing out the molecular orbitals for various species. In this post we’ll learn an extremely useful shortcut that will help us dra…

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The Pi Molecular Orbitals of Cyclobutadiene

The Pi Molecular Orbitals of Cyclobutadiene

May 10, 2017

Previously, we’ve seen what the molecular orbitals of benzene look like, and that the fact that they are partially duplexed (or to use the proper nomenclature, “degenerate“) helps to explain benzene…

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The Pi Molecular Orbitals of Benzene

The Pi Molecular Orbitals of Benzene

May 5, 2017

Today, let’s go through how to draw out the molecular orbitals of benzene. We’ll compare them with the molecular orbitals for (linear) hexatriene. The big takeaway is that from contrasting the molecular o…

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Antiaromaticity

March 27, 2017

Here’s a quick summary for today’s post, which concerns a very interesting (and rare) property of certain molecules called “anti-aromaticity”. In our previous posts in our series on aromaticity…

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“Is This Molecule Aromatic?” Some Practice Problems

“Is This Molecule Aromatic?” Some Practice Problems

March 3, 2017

Our last post in this series on aromaticity went through the 4 conditions a molecule must fulfill in order to be aromatic. First, it must be cyclic Second, every atom around the ring must have an available p-orbital T…

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Rules For Aromaticity

Rules For Aromaticity

February 23, 2017

In the last post we introduced the concept of aromaticity, a property of some unusually stable organic molecules such as benzene. Although some aromatic molecules are indeed fragrant (hello, vanillin! ) the term &#…

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Introduction To Aromaticity

Introduction To Aromaticity

January 20, 2017

The Highly Anomalous Behavior of “Cyclohexatriene” Scene: a plane full of passengers are flying over the Atlantic ocean. Halfway through the flight, there’s suddenly a loud THUNK from outside t…

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What does 4n+2 mean?

What does 4n+2 mean?

June 29, 2012

The other night a student came to me with a question about aromaticity. “There’s one thing I don’t get”, she said. “They say a molecule has to have 4n+2 electrons. How do you find n?̶…

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