Alkene reactions are the core foundation to learning reaction mechanisms in organic chemistry. These are likely the first set of reaction mechanisms covered in your Orgo 1 course. But the concepts and foundations learned in these reactions will carry through to the rest of your organic chemistry 1 and 2 courses.
Below is my alkene reaction mechanism tutorial video series taking you through each reaction 1 at a time, focusing on the WHY and HOW for every step in every mechanism starting with an understanding of pi bond reactivity, role of nucleophile/electrophile and even covering hydride shifts and ring expansions.
Included in this series:
- Introduction to nucleophile, electrophile and pi bond reactivity
- Halohydrin formation
- Acid Catalyzed Hydration
- Hydride Shift and Methyl Shift
- Ring Expansion via Hydride AND Methyl Shift
- Hydroboration Oxidation
- Alkene Epoxidation
Cheat Sheet + Alkenes Quiz linked below the videos
In this video you’ll get a proper view at the pi bond orientation and how this relates to alkene reactivity.
You’ll also learn the true meaning of Nucleophile and Electrophile, including how to recognize them and why they react as they do.
And finally, this video takes you through a sample alkene reaction mechanism focusing on they WHY and HOW to ensure you understand the movement of electrons every step of the way.
This video takes you through the reaction and step by step mechanism for both a symmetrical starting alkene, and and asymmetrical starting alkene.
This mechanism typically involves hydrobromination and hydrochlorination in an inert solvent.
Carbocation rearrangements may be observed.
This video helps you understand the step by step reaction mechanism, from the halogen reactivity, bridge formation, and overall anti addition.
Do not confuse this with the alkene hydrohalogenation which only ads a single halogen along with a hydrogen atom.
This video demonstrates the mechanism for a symmetrical and asymmetrical starting molecule.
This reaction starts out just like the halogenation reaction, but since it takes place in a reactive solvent, you get a solvent molecule partaking in the reaction mechanism.
This video provides with a step by step breakdown of the mechanism and helps you understand WHY this reaction undergoes anti addition and still follows Markovnikov’s rule.
This tutorial video gives you a step by step logical breakdown of every step in the reaction mechanism to ensure you understand WHY each atom attacks as it does.
This reaction covers the role of solvent and catalyst in hydration reactions, and well as regioselectivity in accordance with Markovnikov’s rule.
Practice problems included
While this reaction is regioselective following Markovnikov’s rule, there is no carbocation rearrangement due to the mercurinium bridge formed in the intermediate.
This video takes you through the step by step reaction mechanism for oxymercuration and helps you understand WHY there is no carbocation rearrangement.
Alkoxymercuration-Demercuration Reduction is the alcohol version of the oxymercuration reaction.
Just like its counterpart above, this reaction is regioselective in following Markovnikov’s rule and will not exhibit a carbocation rearrangement.
The product of this reaction is an ether as detailed in this tutorial video.
Ready to test your skills? Click HERE for my FREE Alkene Reactions Practice Quiz
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