electrophilic aromatic substitution

Aromatic Synthesis (2) – Polarity Reversal

Aromatic Synthesis (2) – Polarity Reversal

October 22, 2018

Quick summary: pay close attention to reactions that change ortho-, para- directors into meta- directors, and vice versa! Last time we talked about the importance of choosing the correct “order of operations&…

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Electrophilic Aromatic Substitutions (2) – Nitration and Sulfonylation

Electrophilic Aromatic Substitutions (2) – Nitration and Sulfonylation

April 30, 2018

Today’s topic: nitration and sulfonylation of benzene: In the previous post on halogenation via electrophilic aromatic substitution, we saw that this electrophilic aromatic substitution reaction proceeded in thr…

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Disubstituted Benzenes: The Strongest Electron-Donor “Wins”

Disubstituted Benzenes: The Strongest Electron-Donor “Wins”

March 19, 2018

Having gone through the mechanism of electrophilic aromatic substitution, explored activating and deactivating substituents, and seen the importance of directing groups, let’s now take the opportunity to use t…

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Why are halogens ortho- para- directors?

March 5, 2018

The previous post in this series tried to show that the key to understanding why a substituent is an ortho-, para- director or meta– director lies in understanding how it influences the stability of the ort…

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Understanding Ortho, Para, and Meta Directors

Understanding Ortho, Para, and Meta Directors

February 2, 2018

In the previous post we introduced ortho- ,para- and meta- directors in electrophilic aromatic substitution.  Previous to that we covered the mechanism of electrophilic aromatic substitution, and showed that the mec…

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Ortho-, Para- and Meta- Directors in Electrophilic Aromatic Substitution

January 29, 2018

Two Important Reaction Patterns: Ortho- , Para- and Meta- Directors It’s one thing to learn about electrophilic aromatic substitution reactions of benzene itself. But once you move beyond benzene, that’s w…

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Electrophilic Aromatic Substitution – The Mechanism

Electrophilic Aromatic Substitution – The Mechanism

November 9, 2017

Last post in this series on reactions of aromatic groups we introduced activating and deactivating groups in Electrophilic Aromatic Substitution (EAS). We learned that electron-donating substituents on the aromatic ri…

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Activating and Deactivating Groups In Electrophilic Aromatic Substitution

Activating and Deactivating Groups In Electrophilic Aromatic Substitution

September 26, 2017

Quick summary on what we’ll talk about today, on activating and deactivating groups in electrophilic aromatic substitution: There’s a lot to this post, so here’s a quick index: Electrophilic Aromatic…

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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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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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