Alkenes: Double the Bonds, Double the Fun

Okay, jOeCHEMists. That little NMR honeymoon nicely recharged our batteries, but we have some unfinished business in our OChem I journey. Our next stop is Alkenes, and I won't lie to you, gang: there is a lot of information in this series. If you find yourself a bit overwhelmed, that's okay. When I was learning this stuff for the first time, I certainly did. But once you see the information a few times, you organize the reactions + mechanisms (which I've already done for you and linked to all the videos :D), you'll see that everything we've learned up until now applies and will propel you to master these new concepts. And, this might be a stretch, but I think you'll find this chemistry fun and cool. So let's show Alkenes who's boss.

Study Guide(s):

Worksheet(s) & Solution(s):

Videos:

  1. Intro to Alkenes--Physical Properties and Hydrogenation

    https://joechem.io/videos/59 for video on jOeCHEM and attached worksheet + solution (below video on jOeCHEM aka the link). In this video, we take our first look at alkenes: Their physical properties as well as a reaction on how to hydrogenate double bonds and take an alkene and transform it back into an alkane.

  2. Using Cis/Trans versus E/Z to Describe Double Bonds

    https://joechem.io/videos/205 for video on jOeCHEM. In this video, we'll clear the air as to when you can use cis/trans, E/Z, or neither when describing a double bond. What you'll see is that cis/trans terminology works in specific situations, and E/Z is more generally and can always be used. However, we'll see how both can be utilized with tons of examples.

  3. Intro to Markovnikov Additions--Using Binary Acids and Water

    https://joechem.io/videos/60 for video on jOeCHEM and attached worksheet + solution (below video on jOeCHEM aka the link). In this video, we talk about what a Markovnikov Addition is and how we can do them with binary acids (e.g. HBr, HI, HCl) and water in the context of double bonds.

  4. Halogenation of a Double Bond with Br2/Cl2 (with and without H2O)

    https://joechem.io/videos/61 for video on jOeCHEM and attached worksheet + solution (below video on jOeCHEM aka the link). In this video, we step through the mechanism of adding Br2 and Cl2 to alkenes as well as some practice with predicting the product in a few examples. We also look at the situation when Br2 and Cl2 is adding to a double bond when a slightly nucleophilic solvent is used (for example, H2O).

  5. Oxymercuration-Demercuration and Hydroboration-Oxidation Basics, Regiochemistry

    https://joechem.io/videos/62 for video on jOeCHEM and attached worksheet + solution (below video on jOeCHEM aka the link). In this video, we talk about two reactions: 1.) Oxymercuration-Demercuration: a reaction that does a Markovnikov addition of water (OH) that AVOIDS carbocation shifts (both methyl and hydride) 2.) Hydroboration: a reaction that does an Anti-Markovnikov addition of water (OH)

  6. Oxymercuration-Demercuration--the Mechanism + Examples

    https://joechem.io/videos/188 for video on jOeCHEM and attached worksheet + solution (below video on jOeCHEM aka the link) In this video, we take a deeper look at the Oxymercuration-Demercuration reaction and walk through its mechanism. We'll also do a few complete the reaction questions with some classic "gotchas" in terms of predicting the correct regio and stereochemistry. Related video: https://joechem.io/videos/62 - Oxymercuration-Demercuration and Hydroboration-Oxidation Basics, Regiochemistry

  7. Hydroboration-Oxidation--the Mechanism + Examples

    https://joechem.io/videos/189 for video on jOeCHEM and attached worksheet + solution (below video on jOeCHEM aka the link) In this video, we take a deeper look at the Hydroboration-Oxidation reaction and walk through its mechanism. We'll also do a few complete the reaction questions with some classic "gotchas" in terms of predicting the correct regio and stereochemistry. Related video: https://joechem.io/videos/62 - Oxymercuration-Demercuration and Hydroboration-Oxidation Basics, Regiochemistry

  8. Anti-Markovnikov Addition of HBr

    https://joechem.io/videos/63 for video on jOeCHEM and attached worksheet + solution (below video on jOeCHEM aka the link) In this video, we look at possibly my favorite reaction (which I know is lame/nerdy but damn it's a cool one). We look at the mechanism of the Anti-Markovnikov addition of HBr and how to complete the reaction effectively.

  9. How to Make Epoxides & a Quick Review of How to Attack Them

    https://joechem.io/videos/64 for video on jOeCHEM and attached worksheet + solution (below video on jOeCHEM aka the link). In this video, we take a little trip down memory lane in the context of epoxides and talk about how you can use mCPBA to create an epoxide from a double bond. If you want other epoxide related videos, check out: https://joechem.io/videos/58 - attacking epoxides in acidic/basic conditions https://joechem.io/videos/115 - advanced complete the reaction practice (with stereochem considerations)

  10. Forming Vicinal Diols with Osmium Tetroxide

    https://joechem.io/videos/65 for video on jOeCHEM and attached worksheet + solution (below video on jOeCHEM aka the link). In this video, we'll look at forming vicinal diols (fancy word meaning a structure with 2 alcohols next door to each other aka OHs on neighboring carbons). This video just covers completing the reaction (no mechanism).

  11. Ozonolysis

    https://joechem.io/videos/66 for video on jOeCHEM and attached worksheet + solution (below video) In this video, we'll look at Ozonolysis (just completing the reaction), and how we use imaginary Molecular Scissors to break carbon-carbon bonds.

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