Organic Chemistry 2

The Hofmann and Curtius Rearrangements

The Hofmann and Curtius Rearrangements

September 19, 2017

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 and then build up to a series of examples you apply t…

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Reducing Sugars

Reducing Sugars

September 12, 2017

What’s a reducing sugar, and why is it important? Here’s a quick summary. Full details in the post below. Better Living Through Chemistry Q.  Can you think of a situation where it might be useful to be ab…

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Cyclic Dienes and Dienophiles in the Diels-Alder Reaction

Cyclic Dienes and Dienophiles in the Diels-Alder Reaction

September 8, 2017

Last post in this series we introduced the Diels-Alder reaction. We saw that no matter how complex the diene or dienophile, or no matter what substituents are attached, the pattern of bonds that form and break are alw…

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Reductive Amination

Reductive Amination

September 1, 2017

Reminder: Alkylation of Amines Is Rarely The Answer OK – so making amines through direct alkylation is generally not a great way to go. You could even say it’s crappy. What’s the “right” …

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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…

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Antiaromaticity

March 27, 2017

Here’s a quick summary for today’s post, which concerns a very interesting (and rare) property of certain molecules called “anti-aromaticity”. In our previous posts in our series on aromaticity…

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The Heck, Suzuki, and Olefin Metathesis Reactions (And Why They Don’t Belong In Most Introductory Organic Chemistry Courses)

The Heck, Suzuki, and Olefin Metathesis Reactions (And Why They Don’t Belong In Most Introductory Organic Chemistry Courses)

March 10, 2016

There has been a trend in recent years towards including transition metal catalyzed reactions in the introductory organic chemistry curriculum. The reactions most common covered are palladium catalyzed coupling react…

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Gilman Reagents (Organocuprates): What They’re Used For

Gilman Reagents (Organocuprates): What They’re Used For

February 5, 2016

Last time we talked about how to make Gilman reagents (organocuprates). In this post, we’ll talk about what they’re actually used for. Here’s a summary for today: So what are Gilman Reagents Used For…

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Gilman Reagents (Organocuprates): How They’re Made

Gilman Reagents (Organocuprates): How They’re Made

January 29, 2016

Here’s the summary for today’s post: Organometallics: What About The Rest Of The Periodic Table? In this whole series on organometallics so far has covered exactly TWO metals: lithium and magnesium (with a…

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Synthesis Using Grignard Reagents (1)

Synthesis Using Grignard Reagents (1)

January 13, 2016

Here’s the bottom line for today’s post on solving synthesis problems involving Grignard reagents. Solving Synthesis Problems Involving Grignard Reagents Now that we’ve covered some of the most impor…

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