Intro to Reaction Mechanisms: Crash Course Organic Chemistry #13

When we venture to new places, we need navigational tools to guide us. In organic chemistry, those are reaction mechanisms! In this episode of Crash Course Organic Chemistry, we’ll learn all about how to write reaction mechanisms. Having this super useful skill means we don’t have to worry about memorizing every reaction that has ever existed.
Series Sources:
Brown, W. H., Iverson, B. L., Ansyln, E. V., Foote, C., Organic Chemistry; 8th ed.; Cengage Learning, Boston, 2018.
Bruice, P. Y., Organic Chemistry, 7th ed.; Pearson Education, Inc., United States, 2014.
Clayden, J., Greeves, N., Warren., S., Organic Chemistry, 2nd ed.; Oxford University Press, New York, 2012.
Jones Jr., M.; Fleming, S. A., Organic Chemistry, 5th ed.; W. W. Norton & Company, New York, 2014.
Klein., D., Organic Chemistry; 1st ed.; John Wiley & Sons, United States, 2012.
Louden M., Organic Chemistry; 5th ed.; Roberts and Company Publishers, Colorado, 2009.
McMurry, J., Organic Chemistry, 9th ed.; Cengage Learning, Boston, 2016.
Smith, J. G., Organic chemistry; 6th ed.; McGraw-Hill Education, New York, 2020.
Wade., L. G., Organic Chemistry; 8th ed.; Pearson Education, Inc., United States, 2013.
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[@drakesmith471]

To anyone who hasn’t studied Organic Chemistry a bit, forewarning it’ll be bad at first, but it will get better. Mostly I mean reaction mechanisms here but in general. You’ll feel more satisfied and more motivated the more you go on.

[@jamaiya7]

this is where o-chem all went downhill for me 🥴

[@MoMn.]

Production values are exceptional. Huge respect to your awesome animators

[@SuperAndrewlove]

Aw thank you! This made me smile :)

[@ishikasingh9254]

You guys, seriously, LIVE SAVIOURS. My organic chemistry course is starting next week. Can you imagine my sheer relief at seeing this course on ur channel? Thanks!

[@mathfincoding]

I lost track of what's happening 10 episodes ago. This isn't even my major. I don't know why I'm still watching 😂

[@alic4631]

Well this is major and i lost track too 😂

[@marinabarros1721]

omg you're such a good teacher. I've already had all my org chem classes and I still don't understand a lot of the basic stuff. My teachers actually didn't bother to teach us this :/

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I just can't take my eyes off of the background colors matching in yellow.. 😂

[@zulanova1209]

FINALLY, I GET IT thank you ever so much that was a wonderful and clear explanation, and the visuals really helped

[@cnc321]

You are AMAZING! I'm taking Ochem 2 and this is such a helpful refresher for the small details

[@ICantSeeYourRepliesDickhead]

Man I'd never miss class, thank you for your help!

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This channel is a savior when It comes to reviewing for my exams.

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So, so grateful for the people at Crash Course.

[@user-ue6rk9by1j]

Just in time for my quiz later. Thank you.

[@abhi-wi2mj]

i love mechanisms , its so logical and fun

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This is such an excellent educational tool.

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just in time for my orgchem quiz this friday

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Really like arrow pushing!

[@benjaminstandefer9015]

Thank you for the video. Have you ever considered creating a course oriented more towards mathematics? I am an avid fan of your videos, but often have to turn to other resources for mathematical help.

[@crashcourse]

Math is definitely a tricky one for us. We've made a couple attempts - Statistics here on this channel & this summer we did Alegbra with ASU. But who knows, maybe down the line we'll try other math coures! -NS

[@harshgumma8074]

I have a question: According to the reaction mechanism isn’t the reverse reaction also possible for all reactions Take benzyl chloride for example. We can draw a reaction mechanism for the given reaction C6H5CH2Cl + H2O = C6H5CH2OH + HCl But we can also do the same for the reverse reaction which is not possible in real life. So how do we know if the given reaction mechanism will actually happen?

[@anjanaprabhash.z3031]

Thanks now I get it

[@Rahulshorts124]

Thanks so much

[@jacobkelly677]

Why doesn't the HSO4 negative charge attack the carbocation more readily than the water? Steric hinderance?

[@henryelicker2403]

I wonder what the mechanism is for "Turn the O2 into the O3, dawg".

[@mortuos557]

Google the Chapman cycle!

[@firstmkb]

Excellent presentation, thanks.

[@Dmplivemail]

It would be so great if after this classes we had some exercises...

[@gg3675]

If you download the app they have some "notecards" that I've actually found very helpful.

[@sillypoint2292]

I really love organic a lot😘🥰😍

[@jennadodge6924]

I got most of it but what happened to the HSO4? Why was it not added to the reaction

[@alexisperry4555]

Wish I had this for orgo 1. I barely passed with a B but im stuck in orgo 2 Thanks

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[@ivanmayerle1333]

Soooo gooood! Can you show us elimination of N2 form amines (by HNO2) . I thinks that it s very interesting reaction. Good luck

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Random fact: Blue whale tongues can weigh as much as an elephant.

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When it comes to pee production, whales are world champs. A single fin whale is thought to produce around 1,000 liters (260 gallons) of urine each day - enough to fill a 10-by-6-foot kiddie pool.

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@@Hambxne and i would like to add ... And all the water they get is from their food they can't drink sea water So it means if they starve they also are dehydrated Edit: some species of whales will not eat seasonally , they get the water from their fat stores/blubber When you burn fat you get energy Which gets converted to heat , co² , and water .

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When can we expect more episodes?

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I can't stop hearing her name again and again. Nice name.

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They use my own professor's book for the videos so this really works for my class

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Nice piece.

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Great explanation of Reaction Mechanisms.

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[@whengale]

The acetylide salt + cyclohexanol reaction is probably occurring in aqueous solution, otherwise the salt wouldn't dissociate, right? So why doesn't the acetylide ion attack the protons in the H2O molecules instead? Is it because the carbonyl's δ+ carbon atom is somehow more electrophilic than the hydrogen atoms in the water? The bonds in water have an electronegativity difference of ~1.2, and the carbonyl double-bond has an electronegativity difference of ~1. So why is it that, in this reaction, water's protons are less attractive to the acetylide ions than the electrophilic carbon in cyclohexanone?

[@whengale]

I understand that water is formally excluded from the first step in the reaction & that this is just a pedagogical proof of concept, but in a real situation, how would I be able to *predict* that the acetylide would attack the δ+ carbon atom instead of one of the *more* δ+ protons in H2O?

[@whengale]

ok I just read on Wikipedia that the reaction is usually done in liquid ammonia, which is a nucleophile & so would not be attacked by the acetylide. I guess I answered my own question lol.

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Idk if I’ve ever been this early

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That warning sign was scary

[@karlbergen6826]

Organic reactions tend to proceed to give multiple products. Usually one of.the products is a polymeric material often called tar.

[@afrnn]

cant understand a thing 😭😭

[@benscrafield9575]

A few misleading things in this video. First of all a lot of the structures are not great: molecular geometries were wrong for sulfuric acid and H3O+, and there’s the tendency to show square-planar-type structures for organic molecules - obviously people do this for the purpose of teaching, but then when you want to show a mechanism, e.g. an elimination, you need to introduce another method of representation for it to make sense. Speaking of which, the reversible hydration/dehydration would surely give the E alkene as the major alkene component, very quickly. As presented in the video, it makes it look like you would have a mixture of the Z alkene and the alcohol, which effectively would not be true. Also the reference to pKa was quite odd: why state that the protonated alcohol has a low pKa if it’s not going to be compared to H3O+ in the forward direction?

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in the next video,deboki di plz try to explain the diff. btw inductive ,electromeric,mesomeric n hyperconjugation....really it ll help me a lot...🙏

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[@sebfetea3408]

I am an unreactive mechanism

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Hot Mic. So, to the business of business.

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Dope

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I hate school

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Diversity!!!! In your hosts we love to see it!!!

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Organic Chemistry explained by Marvel: Chemistry: Nucleophilic War Chemistry: Endgame

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Me watching their videos from 2013...

[@patrickpowell601]

When did science look so damn good 🤤

[@justinanderson267]

Oy You lost me at electrophilic additions of a protein to an alkaline. I need to go back over my high school chemistry lol

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When will crash course Asian and African history come.

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Wait

[@youre_totally_right_but_]

27 seconds gang

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Almost First

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[@TheKilerbg]

Early birds post the first comments

[@aryansingh7209]

When your organic chem teacher doesn't teach you properly!

[@Syncronicity888]

Way over my simple mind.

[@chrisfit]

So tired of reaction videos.

[@AInova.2]

Focus on the problem rather focusing on theories in organic chemistry .we need much practice to familiar with OC.

[@ZelenoJabko]

Sorry, you are what?

[@Spit823]

The real life map analogy is so unnecessary. Can’t we just get to the point?