Grignard Reaction

[@ProfessorDaveExplains]

Need OChem help? Find me and all the resources you need on Chemmunity: chemmunity.info/dave

[@kierstinwilliams8646]

I just want you to know that your videos are literally the only things that have helped me get through organic chemistry. So thank you!

[@PunmasterSTP]

How did the rest of your ochem classes go?

[@ARRRRRRRRFUL]

The handsomeness makes it difficult to focus sir

[@lavishagera1302]

If i had a professor this hot i'd never be missing classes. NEVER.

[@subikksha4941]

Guys! He's our teacher! It's not fine to speak like this!

[@duleetharajapaksha6493]

dafaqs wrong with you

[@besimeaslan9589]

😂😂

[@soniafragoso5376]

but for real tho!

[@ClicClikBang]

I'm pissed. My professor didn't say anything about making the carbon groups nucleophilic. Suddenly this makes so much more sense.

[@shanemichael9404]

They often don't. They know chemistry like the back of their hand and they sometimes teach as if you should already know this stuff. I hate it !

[@akhilgajjala4922]

@@shanemichael9404 Ikr

[@PunmasterSTP]

I know it's been awhile, but I was just curious; how did the rest of your class go?

[@ClicClikBang]

@@PunmasterSTP awful but I passed with a B, and I’m in medical school now. I never have to look at another dumb ochem reaction again. All’s well that ends well.

[@PunmasterSTP]

@@ClicClikBang I'm glad you passed, and I wish you the best with medical school! Also, yeah, I don't think ochem is going to come up in there...

[@zinebmakesvideos]

1.5 minutes in i had my first "OHHH" moment. bless u kind sir

[@abirdas3955]

Best video on grignard regent I have ever seen. Thank you professor ❤

[@murv.3182]

Studying for the MCAT this January, absolutely amazing I stumbled across this video. Thank you for the blessing

[@deen6033]

Sweet, everything I needed in 8 minutes!

[@rizzarizzo]

True

[@soziljain5365]

thnk's sir a lot teachers like u make student confident that we can solve problems and are not stupids

[@OmniversalInsect]

When you think about it it's pretty remarkable how as a species we have been able to develop such chemical reactions.

[@hamedhosseini4938]

Hi Professor I just want to say thank you very very much for your videos, I finally finished my organic chem with acing my final exam because of your awesome videos. I owe you a lot and I wish you the best again, thank you very much. Sincerely, Hamed.

[@ProfessorDaveExplains]

congrats! thanks for watching!

[@swaroopdiddi3550]

This video was uploaded in 2015, Just saw a comment given 2 days back and he had replied to it!!! Awesome

[@darraghh6384]

the opening jingle is stuck in my head forever.

[@SelenaSanchezGiancola]

this was so helpful. thank you for actually explaining what it is. I was trying to watch the o chem tutor and he was just doin problems like I already had all of this background knowledge about what happens and why. thank you!

[@bikramsardar7010]

Sir I am from India and Iwant to tell you that your teaching style is so beautiful!!!!!!

[@alexpapad4438]

the fact that in Greece we're learning these in high-school is something out of your minds. I'm going to cry alone😭

[@NEETAspirant-li3tu]

Lol In india we have to learn 100x more than this, in high school lmao

[@andy0695]

@@NEETAspirant-li3tu Fact buddy,,,, + maths & phy tooo

[@NEETAspirant-li3tu]

@@andy0695 yup, pretty much XD what a pain in the ass

[@sehmio]

Thank you so much for this video Professor Dave! This is by far the most engaging video on youtube about Grignard reactions and it is always helpful to see the person teaching being interactive in the video! Have subscribed and will recommend to friends!

[@Karimdaniel]

simple, easy and concrete. Thanks man =)

[@psychedelicpain420]

I like it. The videos are short and straight to the point.

[@xxikxx101]

I cannot thank you enough for these videos! Not only did you get me through Gen Chem 2 but now you make Orgo 2 simple.

[@PunmasterSTP]

How'd the rest of Orgo 2 go?

[@JMSouchak]

Thank you for your help, you have no idea how much this this video taught me.

[@LucasCastro-je7zp]

Wow, man! Your lessons are really amazing. I love that there's always subtitles. Congrats! ;)

[@sadiegiddings1674]

These videos are a godsend, theres a special place in heaven for you!!

[@CCC93772]

This is the best video that I have watched so far about this topic. THANK YOU SOOOO MUUUUCHHH!!!!!!!

[@danieleby799]

Thank you professor grohl

[@namenlos3574]

Just found this and I'm a biology student from Germany and I just have so much problems with OC and I think you just saved my life.

[@wtbgothgf]

Your videos are easy to digest and very helpful. My exam is tomorrow and you've helped so much! Thanks for all the hard work!

[@ProfessorDaveExplains]

+Hunter Goodreau my great pleasure! tell your classmates!

[@PunmasterSTP]

I know it's been awhile, but how did your exam go?

[@bleuemoone8710]

Thanks for not having a 2hr long video

[@Gunner77269]

Thank you Professor. Idk how in eight minutes you can do what in 50 my professor cannot

[@PunmasterSTP]

How'd the rest of ochem go?

[@msoliman4256]

This is the best explanation ever. I finally understand Grignard reactions. Thank you so much professor!!!!

[@bluebabeey9343]

I would not be a junior without this guy

[@digthegrig]

Haha, love how the chemists decided to use my nickname to name this reaction😂

[@Physics-j6c]

Grignard is a very famous reagent, & It just simply used in most of reaction to proceed and formation of different compounds ... Btw you have a good name ! 😅😊

[@soco2020]

Dave, your youtube channel has been incredibly helpful for me in understanding organic chemistry. Thanks for all of the great and informative content!

[@PunmasterSTP]

Are you still taking ochem or did you finish that up? And if so, how did the rest of it go?

[@jhadebredenkamp97]

shook by how easy you made something that seemed impossible to conquer! infinite thank-yous!!!!

[@monicholopainen]

Thank you, professor Dave, for this videos, specially during the corona virus, I'm going to take an exam of Organic chemistry II, you helped a lot !

[@PunmasterSTP]

How did your exam go?

[@venkateshbennur3640]

Your videos are quite impressive and very helpful sir. My exams are day after tomorrow..............and special thanks for clearing this concept sir🙏.........

[@PunmasterSTP]

How did your exams go?

[@Benjamin-jl2ei]

man I love your channel

[@lukepereira5880]

You never knew you had it so good until you go from the audio in 5:40 to the audio in 5:45

[@mhonnie]

I was looking for a video like this 😌 In Spanish I couldn't find it, but KZbin recommended me this video 🤣❤

[@bu66les21]

THAAANK you, now I can pass tomorrow's paper!!! yaaaaay

[@dzsisters8883]

I love your explanations. straightforward. thanks!!!

[@The068722107]

I love it! Well explained and easy to take in. Thanks

[@PunmasterSTP]

Grignard reaction? More like "Gee, this video gives me knowledge satisfaction!" Thanks again so much for making so many educational and entertaining videos.

[@rem520]

You're a life saver

[@spencerpootis3319]

Actually, why wouldn't the Grignard reagents react with carboxylic acid? Why isn't that going to work (6:23)?

[@ellesrevisionsession]

Excellent! Wish you had been making videos during my degree!!

[@PunmasterSTP]

I know it's been awhile but I was just curious; what did you get your degree in?

[@baharul3514]

Thanks Professor Dave.

[@Mathophile124]

This well explained, clearly understood 🎉🎉

[@dayuuum01]

Thank you.

[@roshanperera402]

Your explainations are super.thank u professor

[@patrycjapajdak2491]

a very clear and helpful video. thank you very much!

[@lilygiles7271]

YOU. ARE. AWESOME!!!!

[@josemanuelhernandezcanchol2547]

Should we technically be drawing arrows originating from a carbon atom? Which electrons are specifically forming the new bonds here?

[@tonka3439]

You are really helping people learn, thank you so much for this free and wonderful content! I wish you were my professor

[@nikki594]

Great explanations. Well done. Better than the professor at our college.

[@foxsotired3038]

These videos are really nice.

[@godwinopoku2620]

Professor Dave be like: "Thanks for watching" I'm like "Nah, thanks for explaining a whole lecture in 7 minutes" if I pass this exam it's because of you Professor

[@guddubhakta2228]

This is so easy example for grignard reaction.

[@vanessaharo8562]

!!! Thank you so much! Your video was extremely helpful for my organic chemistry final!!

[@PunmasterSTP]

I know it's been awhile, but how did your final go?

[@jasminferreira3544]

Metal-halogen exchange is awesome. Great video! :)

[@likeabanner]

THANK YOU so much for this video! Our labs do not mesh with our lecture material. We are chapters behind, and the explanation to the background of the reaction was non-existent. Thank you so much so I can write a more precise lab report!

[@ProfessorDaveExplains]

+Kelly Burns my pleasure! spread the good word!

[@justg0tow3d2]

Amazing video... thank you for your time

[@yourfuturedocburenbeiya]

Thank you for the excellent explanations as always, Professor Dave!!

[@ChoocoCaramell]

Thank you so much! you answered one question that I had of one retrosynthesis, now I know why we used grignard reaction, c:

[@simmymatharu5721]

easy to follow i came here after i saw ur comments on khan academy video

[@ProfessorDaveExplains]

+Simmy Matharu good to know! i should litter some more comments over there then!

[@declanbowler7379]

A subtle form of product placement? ;)

[@vibez366]

Jesus teaching me chemistry? Thats the dream!

[@fukpoeslaw3613]

legend says he's able to turn H2O into wine!

[@killiankane6257]

This has been really helpful thank you

[@susisorglos8986]

thank you for this video! im from germany so its sometimes a little bit hard for me understand the... chemical term but your videos are much better than the german ones! thanks a lot!

[@truealchemy2]

watch your "absolutes" :) And, to add a practical perspective, a grignard prep will blow up in your face a few times til you get the hang of it. Then it won't blow up in your face as much.

[@amygarcia2202]

I always recomend you to my friends 💓

[@irinakovach9624]

Now it makes sense! Thank you, just reading it is so confusing. I really appreciate!!

[@bernadetteg.tharngan4041]

Thank you so much. I was really struggling with understanding this.

[@PiyushKumar-cf1iy]

thanks sir.....your videos make a difference indeed......:))) helped a lot....thanks

[@mustafamalik4211]

Cramming for my exam tomorrow, and I legit thought the title of the video said "Cramming Reactions"

[@nahilarious8217]

dude i dont know how to say this but if i make it to medical school i'm giving you free healthcare for life.

[@kartikgaur]

Professor Dave you are amazingly amazing, thank you so much ✨🌈

[@desperatewanker]

thx alot for your video profefesor dave!

[@68xnico68]

Very nice Video! Easy to understand! thank you : )

[@dejanasimic517]

You say that it a Grignard connection shall not interact with a water molecule, but before getting the 5-Carbon alcohol, there is water...?

[@ProfessorDaveExplains]

that's aqueous workup! the oxyanion has formed so the grignard reaction is complete, then you just toss in some aqueous ammonium chloride or some other weak acid to protonate and get the alcohol product.

[@georgeclooney9164]

wow, "destroy" your grignard reagent? Man, i'd feel bad if i was that hydrated magnesium bromide byproduct Like, I never meant to destroy anything man, jesus, can't i be valuable too?

[@parthaupadhyay4767]

Thank You Sir

[@danielohearn5408]

H+ doesn't seem like something you could just add. Is it not true that you would have to add a strong acid to water, to even get H+? Then there would be a sodium ion in your products.

[@ProfessorDaveExplains]

it's a workup step, after the reaction is complete a little ammonium chloride or something similar will just protonate all the oxyanions. but yes you're correct we can't literally add protons, H+ is short hand for acid, something that is a source of protons. even a weak acid will protonate oxyanions to get the alcohol product as they are so basic.

[@karimak4633]

Thank you :)

[@01107345]

The first reaction is not a Grignard reaction, but provides a Grignard reagent. Is that correct?

[@ProfessorDaveExplains]

correct! preparation of grignard reagent, which will then do grignard reactions.

[@Eric-sq4hd]

6:22 was a little confusing

[@horiametiu6594]

Dear Professor Dave, I watched your video on Grignard reaction out of desperation since none of my usual sources made sense. Great job. Thank you very much. Horia Metiu

[@sinamt2982]

very helpful, thx so much

[@andrenazarian9289]

goat dave thanks man the intro is a vibe too

[@ThaoNguyen-nz1ou]

I love your intro

[@ayushmishra24]

why does -OCH3 gets eliminated and O again forms double bond in the last problem?What would be the result if acedic build up was done just after the first grignard? What would happen if we hadn't had grignard in excess?

[@breetaylor5249]

This might be a useful link: chem.libretexts.org/Core/Organic_Chemistry/Esters/Reactivity_of_Esters/Grignard_Reagents_Convert_Esters_into_Tertiary_Alcohols The lone pair on the oxygen forms a double bond because the formal charge requires higher energy to remain that way, so it is more stable if some mechanism exists to allow it to form a C=O bond instead. In this case, if a leaving group on the carbon does exist, then a C=O bond can form. Here we see the -OCH3 act as a leaving group. It seems that since the MgBr+ placed itself near the RCO- before the lone pair came down to form a double-bond, the -OCH3 leaving group is stabilized by the MgBr+, and an ionic bond forms as it leaves the organic chain. Usually, -OR is a poor leaving group since it's a strong base, so the MgBr+ seems like the only good explanation as to how it leaves. Since the grignard reagent reacting with the substrate isn't really something you can tell it to stop halfway through, I don't think you can simply apply acidic workup after just the first grignard process, because it's all kind of happening in real-time. So, if you have excess grignard present, it is going to be used up until both processes have finished and all substrate has reacted. If you simply tried to add the grignard reagent and then quickly add acid somewhere you think about-halfway-through-the-reaction is, I think you'd just get a weird concoction of poor yield and side-reacted species. Now, you can definitely control how much grignard-to-substrate you use, i.e. control whether or not you actually use an excess amount. Since you need two parts of grignard for each one part of ester, you could hypothetically try using an equimolar solution of grignard reagent with your ester, to try to obtain only ketone products (the result of only one grignard reaction to the ester). However, I don't know if it would work this perfectly either, since your grignard probably isn't discriminating between reacting with fresh substrate and newly-formed ketone, so as your reaction proceeds, you'd start to see a mixture of ketone, tertiary alcohols (after doing acidic workup), and unreacted esters (for each alcohol formed, an ester was deprived it's one grignard molecule, assuming equimolar conditions). If you used more substrate than grignard reagent, you could probably yield only ketones in your product with virtually no alcohols, but you'd have a ton of wasted ester reagent, since the ester would need to be in excess. This is probably a very inefficient way of getting ketones, though.

[@ProfessorDaveExplains]

yep, mostly what this guy said. chemical reactions happen in picoseconds, so there's no way to prevent an ester from going all the way to the alcohol. even without excess grignard reagent, you're just going to get a mixture of alcohol, ketone, and unreacted substrate.

[@Matt-bj6re]

i fucking love you

[@menkiguo7805]

You should get my tution!!!

[@menkiguo7805]

Well, my preofessor is also great, but his lecture is much longer so I kinda cannt watch them all in once

[@catyy223]

Thank you so much! you saved my day

[@coocat231]

Very helpful, better than the kahn academy video which showed 5 bonds on carbon

[@ProfessorDaveExplains]

haha i know! i commented on that video to tell them that pentavalent carbon is the biggest cardinal sin in organic chemistry.

[@declanbowler7379]

Maybe they'd had a bit of the alcohol they'd been talking about, eh? ;P

[@declanbowler7379]

Diethyl ether? That stuff that catches fire easily, has a low flash point and a poor heat capacity? Seems ideal for a highly exothermic reaction :P and my uni lecturer just won't let me use it. What a spoil sport eh?

[@ProfessorDaveExplains]

a spoil sport indeed! it's a very common solvent.

[@declanbowler7379]

Edit: We did use it :) Nothing caught fire. Also thanks for the video, came back to it trying to understand the mechanism. Think I have it now, formed triphenylmethanol from bromobenzene and bromophenone (I think).

[@JP-wx6uh]

Smart professor. Ether is just nasty stuff and for people who aren't disciplined with safety or well-organized and attentive to the dates of their chemicals, ether just isn't a good choice. Need to also think about how the chemicals are disposed afterwards. Real headaches.

[@katee3443]

Great video thanks!

[@rahelsilaen8996]

I don't understand why carbocilyt acid. But that compund has carbonyl in it/.

[@ulrikaroos6513]

Thank You for answering my questions today :)

[@midzy_panda0419]

Thx very much professor Dave!!!! u clear all my doubt about grignard reagent since i was on secondary school..XD

[@kanzasoomro1317]

ty omg savior we love u man