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Amines

Basicity of Amines And pKaH

Quantifying The Basicity Of Amines, Using “The pKa Of The Conjugate Acid”, a.k.a. “pKaH” How do you measure the basicity of an amine? Case in point:

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Nucleophilicity of Amines

Nucleophilicity Of Amines The relative nucleophilicity of amines doesn’t get a  lot of coverage in many organic chemistry courses, but if we’re going to cover

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Alkylation of Amines (Sucks!)

Why Alkylation Of Amines (aka “The Williamson Ether Synthesis, But For Amines” ) Usually Doesn’t Pan Out Making a more-substituted amine from a less-substituted amine

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Reductive Amination

Making Substituted Amines Through Reductive Amination Direct alkylation of amines with alkyl halides is a difficult reaction to control. One alternative that works extremely well

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The Gabriel Synthesis

The Gabriel Synthesis For Making Primary Amines We’ve seen previously that it’s hard to *usefully* build amines through the SN2 reaction, because once amines start

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Some Reactions of Azides

Azide Ion: Structure, Properties, and Substitution Reactions Table of Contents The Azide Ion Is A Great Nucleophile Organic Azides As “Masked” Amines Exploding On The

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The Hofmann Elimination

The Hofmann Elimination Of Alkylammonium Salts: Examples  and Mechanism The Hofmann Elimination is an elimination reaction of alkylammonium salts that forms C-C double bonds [pi

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