amines

Alkylation of Amines Tends To Be A Pretty Crappy Reaction

Alkylation of Amines Tends To Be A Pretty Crappy Reaction

May 26, 2017

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 in specific cases that gives chemists a buz…

Read the full article →

The Mesomeric Effect And Aromatic Amines

April 28, 2017

We’ve seen that several key factors influence the basicity of amines – charge, resonance, inductive effects, pi donor / pi acceptor behavior, hybridization and even the contribution of the nitrogen lone pa…

Read the full article →
5 Factors That Affect Basicity of Amines

5 Factors That Affect Basicity of Amines

April 26, 2017

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 its conjugate acid (pKaH). (The higher the pKaH, th…

Read the full article →
Basicity of Amines And pKaH

Basicity of Amines And pKaH

April 18, 2017

How do you measure the basicity of an amine? Case in point: what’s a stronger base: pyridine or piperidine? Care to make a prediction? If you said piperidine, congratulations – it is indeed a stronger bas…

Read the full article →
1°, 2°, 3°, 4°

1°, 2°, 3°, 4°

June 16, 2010

Chemistry is a language unto itself, with its share of slang and linguistic shortcuts. Organic chemists, with carbon chemistry as their subject, have developed all kinds of shorthand phrases to describe structures and…

Read the full article →
9 Nomenclature Conventions To Know

9 Nomenclature Conventions To Know

June 14, 2010

Chemical nomenclature can be frustrating to learn. It’s a series of conventions which have been patched together over a long period of time, some of which date back to the 19th century. The language contains arc…

Read the full article →
Carbonyl Mechanisms: Neutral Nucleophiles, Part 1

Carbonyl Mechanisms: Neutral Nucleophiles, Part 1

May 10, 2010

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 neutral nucleophiles: water, alcohols, amines, enols …

Read the full article →

Summary Sheet #3: Reactions of Carbonyls – The Big Picture

April 23, 2010

The reason why I harp on organic chemistry as boiling down to “nucleophile attacks electrophile” is because it’s a greatly simplifying way to look at chemical reactions. After you’ve done organ…

Read the full article →