Amides: Properties, Synthesis, and Nomenclature
In this post, we’ll try to provide a broad overview of amides. We’ll provide a brief overview of amide nomenclature, two important properties of amides
Read moreAmines
Basicity of Amines And pKaH
How do you measure the basicity of an amine? Case in point: what’s a stronger base: pyridine or piperidine? If you said piperidine, congratulations – it is
Read more5 Factors That Affect Basicity of Amines
What are the most important factors that affect the basicity of amines? Previously, we’ve seen how to evaluate the basicity of amines by examining the pKa of
Read moreThe Mesomeric Effect And Aromatic Amines
We’ve seen that several key factors influence the basicity of amines – charge, resonance, inductive effects, pi donor / pi acceptor behavior, hybridization and even
Read moreNucleophilicity of Amines
Bonus Topic – Nucleophilicity Of Amines The relative nucleophilicity of amines doesn’t get a lot of coverage (translation: doesn’t get tested) in many organic chemistry
Read moreAlkylation of Amines (Sucks)
Trends in the basicity of amines provide a classic example of why chemistry is so interesting; it’s deciphering the delicate trade-offs between various general factors
Read moreReductive Amination
OK – so making amines through direct alkylation is generally not a great way to go. You could even say it’s crappy. So what’s the
Read moreThe Gabriel Synthesis
We’ve seen previously that it’s hard to *usefully* build amines through the SN2 reaction, because once amines start reacting with alkyl halides, the products tend
Read moreSome Reactions of Azides
The azide ion (N3– ) is one of those chemical entities that just plain looks weird. Three nitrogens in a row? check Two negative charges and a positive charge,
Read moreThe Hofmann Elimination
The Hofmann Elimination is an elimination reaction of alkylammonium salts that forms C-C double bonds [pi bonds]. [note] It proceeds through a concerted E2 mechanism. In contrast with
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