Alkenes

Alkene Nomenclature: Cis and Trans and E and Z

Alkene Nomenclature: Cis and Trans and E and Z

November 3, 2016

This post was co-authored with Matt Pierce of Organic Chemistry Solutions.  Ask Matt about scheduling an online tutoring session here. Earlier on our MOC series on cycloalkanes, we saw that a key feature of small …

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Elimination of Alcohols To Alkenes With POCl3

Elimination of Alcohols To Alkenes With POCl3

April 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…

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Chiral Allenes And Chiral Axes

Chiral Allenes And Chiral Axes

January 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…

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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…

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Crash Course On Alkenes

Crash Course On Alkenes

January 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…

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Synthesis (5) – Reactions of Alkynes

Synthesis (5) – Reactions of Alkynes

January 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…

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Synthesis (4) – Reactions of Alkenes

Synthesis (4) – Reactions of Alkenes

January 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…

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Bonus Topic: Allylic Rearrangements

Bonus Topic: Allylic Rearrangements

December 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…

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Allylic Bromination

Allylic Bromination

November 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…

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Alkynes Are A Blank Canvas

Alkynes Are A Blank Canvas

June 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…

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