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 moreamines
5 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 moreReactions of Diazonium Salts: Sandmeyer and Related Reactions
Formation of Diazonium Salts From Aromatic Amines Today let’s talk about a set of reactions of aromatic amines, that variously are catalogued under “amines” and
Read moreThe Hofmann and Curtius Rearrangements
Here’s the thing about the coverage of “amines” in Org 2: there’s no narrative. Unlike most chapters, it doesn’t start with a set of concepts
Read moreIntroduction to Peptide Synthesis
Today we’ll go deeper on how to synthesize the most important amides of all – peptides – with an important contribution from protecting group chemistry.
Read moreCarbonyl Mechanisms: Neutral Nucleophiles, Part 1
Today, building on the previous 2-part series on mechanisms of anionic nucleophiles in carbonyl chemistry, I’m going to start looking at the reactions of the
Read more