Alkenes

Elimination of Alcohols To Alkenes With POCl3

Elimination of Alcohols To Alkenes With POCl3April 28, 2015

Here’s what we talk about today: more eliminations of alcohols!  Note that this reagent isn’t covered in all courses, but I’ll include it here for completeness’ sake. We’ve talked about…

Chiral Allenes And Chiral Axes

Chiral Allenes And Chiral AxesJanuary 13, 2015

We’ve met alkenes before – right? Just in case you haven’t, let’s review the basics, because today’s post is going to depend on understanding a few of the most important concepts. Alkenes…

Bredt’s Rule (And Summary of Cycloalkanes)

Bredt’s Rule (And Summary of Cycloalkanes)September 2, 2014

At the beginning of this series I said that the fact that carbon forms rings leads to all kinds of interesting consequences that follow logically from the rules of structure and bonding in organic chemistry, but nev…

Crash Course On Alkenes

Crash Course On AlkenesJanuary 30, 2014

Note – The Alkenes Crash Course Is Now Part of Master Organic Chemistry Elite – Check it out here Today I’d like to tell you about a little experiment I’ve been working on. As much as possible…

Synthesis (5) – Reactions of Alkynes

Synthesis (5) – Reactions of AlkynesJanuary 29, 2014

Today, we’re going to add the reactions of alkynes to our reaction map, which will bring to a close all the major reactions we’ve discussed so far in a typical first semester course. Like alkenes, the main…

Synthesis (4) – Reactions of Alkenes

Synthesis (4) – Reactions of AlkenesJanuary 21, 2014

In the last post on alkenes we covered the reactions of alkyl halides and it made out tiny little reaction map explode into a cascade.  Here we’re really going to blow up our reaction map, because we’re g…

Bonus Topic: Allylic Rearrangements

Bonus Topic: Allylic RearrangementsDecember 2, 2013

In this series on free radical reactions we’ve mostly covered the basics. In this post (and the next one) we’re going to go into a little bit more detail on certain topics that until now I haven’t ha…

Allylic Bromination

Allylic BrominationNovember 25, 2013

In previous posts on radicals, we’ve seen how bromine can selectively react with tertiary C-H bonds (bond strength 93 kcal/mol) over secondary (96 kcal/mol) and primary (100 kcal/mol) C–H bonds.  If you recal…

Alkynes Are A Blank Canvas

Alkynes Are A Blank CanvasJune 24, 2013

Now that we’ve gone through all the major reactions of alkynes, we can take a step back and look at the big picture. There are lots of reactions of alkynes. So what? you might ask. In this post I will try to c…

Alkyne Addition Reactions – The “Concerted” Pathway

Alkyne Addition Reactions – The “Concerted” PathwayJune 4, 2013

How does the chemistry of alkynes compare to alkenes? As we’ve seen in some previous posts, there are some significant differences, but a lot of the chemistry “rhymes”, if you will. In the series on …