Alkene Addition Reactions Made Easy! - Product Prediction Tips! - Organic Chemistry

[@OrgoMadeEasy]

*******2020 Mid CoVid Update******* Hey guys! So KZbin removed all annotation bubbles that used to pop up on videos. So some of my corrections don’t show up anymore. I think the main correction that’s missing is that Hydration via Hydroboration Oxidation causes the H to go on the “Good” more substituted carbon of the alkene and the OH to go onto the “Bad/Crappy” (less substituted carbon). But both must be double WEDGED or double DASHED (unless of course the carbon they are sitting on isn’t a Chiral Center where you don’t need to show stereochemistry aka wedging/dashing. Some profs will teach that the H and the OH will only yield a major product where they are on the “Less Hindered Face” of the alkene. Meaning if you have an alkene inside a 5 member ring (cyclopentane) and there is already a wedged (pointing upwards) methyl group near the alkene, the H and the OH would add onto the alkene carbons with both being dashed to avoid crowding the top face of the molecule (where the wedged methyl already is.)

[@isabelbelem6774]

If you pin this comment, more viewers will see this info! Ah, and thanks for the video! I couldn't get this on my head and now it's much clearer.

[@OrgoMadeEasy]

Isabel Belem thanks!!! Just pinned it! 😄

[@wildgamer0073]

@@OrgoMadeEasy india

[@solanaallen2294]

Watching this now and i finally understand 🥰 thank you so muchh glad to find your channel ❤

[@annadiem996]

I've spent hours to study these but still couldn't remember. You made it so easy and I can remember right away! Thanks so much. You are genius! :D

[@OrgoMadeEasy]

+Anna Diem Awesome Anna! I"m super glad to hear that! You should subscribe to get notified when I make more OrgoMadeEasy vids! There are also a ton of perks and discounts that you can get access too! More in this video: kzbin.info/www/bejne/Z4LOeKuHeK5km9U

[@HighMagnitudeGT]

I’ve spent hours studying these just trying to memorize the reactions by how they look but never took the time to understand. I’m so glad I found your video that explains where each reactant goes and why!

[@OrgoMadeEasy]

Glad to hear that!! Just do be careful though, when I made this video I wasn't as aware of all the Orgo I know now. So there are certain points that I do make in this video that are not correct so do double check everything with your notes!

[@KingHammi24]

Sometimes I go back and watch your videos for memory sake. You honestly got me through a year of OChem and when I studied for the DAT. Good stuff bro, I appreciate it!

[@charmtejero2457]

7 years ago video still helps me right now, thank youuuu

[@Mnqobi_Mkhize]

You explained it better than any textbook or study guide ever could. Thank You so much.

[@maitha7339]

I love you. I didn't even bother to open the book and read the gibberish in there. thanks.

[@lissettemunoz9728]

oh my gosh thank you thank you thank you!!!! I've been trying to figure these reactions for days and how to get the products so I could do well on my organics quiz and you explained it all in less than 10 minutes!! thank you!!!!

[@tiffanylevan4263]

You have made my understanding of o.chem 100x easier. Thank you so much!

[@OrgoMadeEasy]

Tiffany LeVan Tiffany LeVan Thanks for the feedback! I'm so happy to hear that. If you'd like to be updated more reliably (because KZbin's subscription service isn't so great) you can follow me on Patreon now. :] (It's 100% free to just follow, and 100x better for updates than KZbin. But if you do decide to support me via there I would be super grateful.) www.patreon.com/OrgoMadeEasy

[@daniw6826]

This video is so old but every video I saw was so confusing and this was actually helpful, thank you so much!

[@carlosyanes4446]

Frank , U wanted to thank you fr your great help. It is so wonderful to have you videos!!!

[@Axelstudio_]

Cheers brother, this made Orgo studying so much more straightforward.

[@OrgoMadeEasy]

I will! I will! lol Thanks for the motivation, keep em coming to help me through my rough patches :D.

[@volleydancer1221]

Wish you were my teacher. I would have no problem passing your class because you actually TEACH!

[@OrgoMadeEasy]

Haha thanks! Yeah unfortunately sometimes even at the college/university level many Professors still are not good educators. But regardless, hope you continue to think critically and not just memorize things :]

[@OrgoMadeEasy]

Hi Everyone! We just released our new Orgo Made Easy Podcast series! Be sure to check it out, we had so much fun making this one for you and this is what we're envisioning the next phase of Orgo Made Easy to be like! kzbin.info/www/bejne/bKqppH2CmNuGsLs

[@manguobuding]

This is a great video for reviewing ochem, thanks :) I did want to point out though that in the halohydrin formation, the leftover Br is united with the leftover H (from H2O) to form HBr!

[@manguobuding]

So even though it's not really an important product, it's not "unreactive" either haha

[@OrgoMadeEasy]

Thanks manguobuding! That is a good point you make. It really depends on the Professor to be honest though. In actuality Br- only reacts 1 out of every 1,000 or 10,000(just using the numbers relatively) times. It's actually just another H2O molecule from the solution that pulls off the H of the H2O that joins the alkene since H2O is stronger base than Br- which is a relatively weak base.

[@MsAllanaP]

THIS DEFINITELY HELPED ME ON MY TEST!!! THANK YOU!

[@wesharding2469]

Thank you so so so so much. I can't explain how helpful this was.

[@AznJJLinCpopstar]

Your videos are great! Glad I found your channel so useful! You deserve a sub!

[@OrgoMadeEasy]

Hey Jennifer, so the other Br is just sitting in the solution unreactive. The reason why it doesn't show up in our product is because water is a better nucleophile so it attacks the triangular shaped Halonium ion that is formed when the alkene attacks the Br2.

[@lorabell4546]

Hi Frank! I passed my exam by watching your videos! I have studied every other way and can't figure it out. You are so helpful. Can you do more videos of each subsection as well. my next exam is about Chirality and radical reactions. Please and thank you

[@jessicaallan9633]

You are saving my life because of these videos

[@OrgoMadeEasy]

Thanks Jessica! Glad to know that they're helping you out! :] If you would like to help us out by supporting us with as little as $1 or $2 donations a month you can do so on our Patreon page: www.Patreon.com/OrgoMadeEasy! :] No pressure, just wanted to put it out there so people are aware. We currently are making these videos primarily on a volunteer basis. Good luck with the class!

[@sirivennela1044]

Very good explanation...thank you so much you deserve more and more subscribers

[@maramabuhaidar4350]

So just to make sure, in the last problem (hydration by hydroboration) you drew the H on the less substituted carbon group and the OH on the more substituted group, but then you made a note on the side during the video, that H goes on the more substituted whereas OH goes on the less substituted. So I just wanted to know which one is the correct one? The one you drew, or the note you made on the side?

[@OrgoMadeEasy]

The post edit note! I was a tad sleep deprived when I made this video 😅. I actually explain things slightly differently these days. H goes on the “most stable” C and OH goes on the “least stable” C (bc sometimes a secondary C is better than a tertiary C bc the secondary C is next to a benzene or something that helps stabilize the C. For further clarification on this rxn I recommend checking out this vid: m.kzbin.info/www/bejne/hnfainyhoLSssKM

[@maramabuhaidar4350]

@@OrgoMadeEasy Thank you so much!

[@OrgoMadeEasy]

Hi Yash, your welcome I'm glad this came in handy. I'm unfortunately very busy right now and still have to finish editing Acids/Bases parts 3 and 4 so I don't think I'll be able to make a video in time. If you want you can ask me questions via my Facebook page ( look up Orgo Made Easy). Gluck!

[@nilzaidavasquez6018]

Literally could not understand at all! I watched your video 2 hours before my exam and I understood everything. RIP my professor lmao

[@mariak343]

Thank youu🙏🙏My ochem final is in a few hours & this is the perfect video

[@Jfresh55]

Illustrate an organic contaminant (e.g. benzene) plume that is entering a previously uncontaminated aquifer from a point source (e.g. a leaking underground storage tank), and show the predominant terminal electron accepting processes that you would expect to be occurring at different regions of that contaminant plume. “Defend” this by determining the thermodynamic favorability of these different terminal electron accepting processes, assuming the potential terminal electron accepting processes would be aerobic respiration (O2reduction), Mn(IV) (pyrolusite) reduction(to Mn2+), Fe(III) (ferrihydrite) reduction(to Fe2+),sulfate reduction(so sulfide), and methanogenesis.Before calculating the energetic favorability of these processes, produce balanced reactions depicting these terminal electron accepting processes based on H2as the electron donor (be sure to normalize all reactions on the basis of one mole of H2). Explain how the thermodynamic favorability of the different terminal electron accepting processes.A table that includes ∆G0frelated to this question is provided at the end of the exam.Why might it be “scientifically defensible” to use H2 for these calculations, and not benzene. Chemical Species include: Mn(2+) MnO2 H2 H(+) H20 S(0)=elemental sulfur HS(-) SO4(2-) Fe(OH)3 Fe(2+) CO2 CH4 O2 ∆G•f (correlates to the chemical species) -228 kJ/mol -457 kJ/mol 0KJ/Mol -40kJ/mol (@ pH 7) -237 kJ/mol 0 +12KJ/Mol -744Kj/Mol -692Kj/Mol -83KJ/Mol -397KJ/Mol -34KJ/Mol 16.4KJ/Mol Please, I know it is long, but if anyone can help with this, it would help me out a lot.

[@loishannha9189]

CAN YOU PLEASE MAKE A VERSON FOR THE ALKYNE REACTIONS TOO? YOU ARE AMAZING

[@zarinaf]

hello, my professor said that hydrohalogenetation products can be both anti and syn?

[@CaramelShaikhSana786]

Orgo final! If I made it this far it's all because of you! Thanks!

[@tammystlouis9479]

I have a test on this chapter next week so I hope I do okay...your videos help a lot :) I just can't seem to get the mechanisms down

[@OrgoMadeEasy]

+Tammy St Louis Just saw this! Have you watched my mech videos yet? The acid catalyzed hydration one? Also make sure you know about these other top resources! "7 Must Know Resources For Organic Chemistry" kzbin.info/www/bejne/Z4LOeKuHeK5km9U

[@ojeengd1474]

Thank you finally got it 👌🏼 waiting for more videos 👏🏼💜

[@danielmasunungure]

Awesome man.. these video really helped will be donating soon

[@iSUSHIXD]

Thank you so much for this awesome- gets straight to the point- lifesaving video!

[@chloechiruna3530]

You are amazing and so calm lol I want to be your friend. You made this soo soo soo easy to understand thank you

[@ankitmishra399]

Plz make a video on corey house synthesis

[@sherylroswil3807]

My question is how do know when to use hydrogenation, hydration etc when a question is given?

[@katherineneel2194]

You are so cute! :) Thank you for explaining it so simply. Now I've got it!

[@nkelerasodi5382]

Frank thanks for the great videos, and yes my exam is tomorrow and yes I ran out of time yet again. I think this should suffice with multiple choice question.

[@gardenhilary]

I am confused, my professor says that in the Hydroboration mechanism, OH and H are added trans to each other. Which one is it?

[@tammystlouis9479]

Actually yes...I double checked and I believe ...bh3 with thf and water would give anti markovnikof and put the oh on the opposite side of what you put, but the syn addition is correct.

[@OrgoMadeEasy]

+Tammy St Louis Yup! You are correct! I made a mistake when filming but I added a little annotation in to correct it.

[@RoqueSox]

THANK YOU SO MUCH! You're a life saver -- I'm forced to to a chemistry course for my degree and I was so lost on these things (doing correspondence so I have no prof to ask :P)

[@OrgoMadeEasy]

Awh no problemo! It's my pleasure to help make it all make sense. It's a really interesting topic actually but sometimes just explained very poorly in lecture for some odd reason lol

[@tammystlouis9479]

I thought the bh3 would produce anti markovnikof and put the oh on the less substituted side...or is that only with bh3 with something like hcl?

[@OrgoMadeEasy]

Hi Fatima, thats a great question you ask. Have you seen my acid catalyzed hydration and hydroboration videos? They go over the reasoning behind what goes where. In general it depends if the reaction is "Marknovnikov" or "Anti-Markovnikov". It's hard for me to describe just with words but if you don't understand it after watching those 3 videos, tell me. :]

[@OrgoMadeEasy]

Hey Krystal, I really wish I could. But my classes/job are really getting to me and I just don't have enough time to get to them. I also have a backed up list of videos to make,(I know I'm so lame haha). I'll keep your suggestions in mind though!

[@LBauer91]

umm you saved my life. soo much easier to understand, thank you!!!

[@OrgoMadeEasy]

I'm happy to hear! Thanks ;)

[@desgbtv5733]

Lexi B join me [e-mail]

[@melinakanji8952]

in the hydrohalin, why did only 1 Br get put into the product. How was the other one lost?

[@awesomeaggron5236]

This is probably a bit late but the Br is not lost but it is because the solvent will take priority since there are more water molecules than Br ions. This also means OH forms on the more substituted carbon. Hope this helped.

[@fatimahasan1266]

Hi Wong...your videos are really helpful...I have a question. How do you decide what to attach to the less substituted side? Like in some cases you attached Br and on others just H

[@chherryflavored]

love your videos. they're soooo helpful! but what i still don't understand, is HOW do you now which ones to write down, and which ones to leave alone? I'm terrible at this!

[@CaramelShaikhSana786]

So wait the last one is similar to acid catalyzed h but switch the H and OH? So there not on the same side as you place them accidentally?

[@yana96]

Oh wow! Thank u so much! Im finally starting to understand reactions. Subscribed!

[@eve_love22]

you're amazing!!!!!!!!!!!!!Thank you continue to make videos.

[@robchandler6330]

Hydroboration is anti-markovnikov (i.e. OH added to the less substituted carbon) so the positions of the added OH and H should be reversed.

[@OrgoMadeEasy]

Yup you're totally right! My b on the error. I had put in annotations correcting it but I don't think it shows up if you're on a mobile device.

[@yashaswipandey3880]

Great stuff!! Helped a lot!

[@ChristinasVoice88]

Love your vids!!! Any new mechanism videos?? Could use some with electron pushing to show intermediates =) awesome work!

[@OrgoMadeEasy]

Thanks Christina's voice! haha awesome username. I would love to but I'm a bit tight on time right now and I'm trying to get a few videos out first. But once I get them out I will try to cover some more Orgo II concepts such as mechanisms. In the meantime I would recommend checking out ***** ChemSurvival OChemPrep to see if they have what you need. :]

[@anshulkapila7572]

Do you have pdf of organic chemsitry reagent guide ??????

[@indujahalder4152]

Sir will the hydroboration oxidation will not follow antimarkovnikoff's rule ?? OH- on carbon with more number of H i.e. C1??

[@yoochanhhong7223]

keep it up man I hav exam twodays later Thanks! you are awsome

[@OrgoMadeEasy]

Good luck dude! Hope you did well on it. :]

[@betsysa6836]

in halogenation , i learned if you add Br2 to propane, that you'll get 2-Br-propane as the main product and 1-Br-propane as the side product. is it wrong or is it a different thing that what you explained?

[@OrgoMadeEasy]

Ah good question, I think you are getting halogenation confused with hydrohalogenation. Halogenation would add two Br groups onto the molecule so neither 2-Br-propane nor 1-Br-propane would be the correct product. But what you said is correct for hydrohalogenation.

[@betsysa6836]

thanks ! all clear now ! huhu so scared for the exam

[@yildiz10518]

Excuse me I think you might have made a mistake in hydroboration-oxidation. I think -OH had to be added to the edge, and -H to next to the methyl group in order for a more stable carbocation to be formed. So it should be vice versa.

[@OrgoMadeEasy]

Hi Zarina, sorry as far as I learned Hydrohalogenation should be anti. This could be an exception to the rule that my Prof. never taught. =/ Do you remember what his explanation was for both anti and syn?

[@suzenr.6987]

For the first problem? Why did you add bromine to the opposite side? Why couldn't it be a syn addition?

[@Elektrochemistry]

This is indeed a small error, HBr forms radicals

[@thelogicalexplanation3297]

can you just make a video on..."bromine addition in alkene is stereospecific but chlorine addition in alkene is not stereospecific ,it's just stereo selective ....."...and the difference between "syn addition and trans addition "....it would be then pretty helpful for me...your video is just awesome....I like watching your videos

[@kosh4312]

Hello. If 5-methylpentene undergo reaction with HBr...is it will undergo 1,3-hyride shift??

[@imanetc]

seriously thank you for this video!!!!!!!

[@OrgoMadeEasy]

Your welcome Imanami! Be sure to double check with your notes though! I made this video a few years ago and I didn't have the understanding I have now, there are a few minor errors and for stereochemistry where they usually aren't as strict as I had stated. For example Hydrohalogenation isn't so strict. But regardless hope the video provided an alternate way to think about the reactions. :D

[@dhavalkothari6190]

so do u always add an "H" to the less substituent side for acid catalyst hydration and acid catalyst alkoxy addition?

[@xjello08x]

I literally love you! Thank you so much ^.^

[@iti9264]

In halohydrin method..how do we know which side br has to be added and which side oh? Like in hydrohalogenation we add h and br acc to markonikffz rule

[@iti9264]

Oh I am sry..u Hv mentioned it :) Oops!

[@OrgoMadeEasy]

Hahaha no worries ;) glad I could anticipate your question!

[@wakenbake82]

I cannot thank you enough! :)

[@MrDJXtreme99]

My final is tomorrow, thank you!!

[@prakashvasan2334]

Dude do some videos on Aldol and cross aldol and if possible even on tollens reagent

[@nuellemariemaglasanglagati8363]

Hi GOOD DAY sire...Can you discuss about the ORGANIC CHEMISTRY OF METABOLIC PATHWAYS cause I really need it for my reporting in school...PLEASE

[@OrgoMadeEasy]

The link to my Facebook is on my channel's about page or the front page. Also just a heads up I usually charge a fee for tutoring sessions but we can discuss that after you message me. If you can't the link on my channel page, just search Orgo Made Easy w/ Frank Wong :]

[@amarnathgupta1421]

Hey your video is awesome 👍👍👍

[@OrgoMadeEasy]

Haha thanks! I would not recommend just memorizing it like how I did here but actually understanding the mechs and why everything happens. Sadly I just didn't have any time to do it comprehensively =/. But some of the mech videos are out in case anyone wanted to check them out! (There's a playlist on my channel ;) )

[@Zulkarnail88]

Your hydroboration will give an anti markovnikov reaction where the oh will be substituted on the less substituted carbon I think!!

[@belladonna2604]

I think so too!

[@vipinsanthosh9682]

amazing effort brother>>>>. helpful and inspiring >>... best part is that stuff u figure on ur own shows ur creativity... :)

[@OrgoMadeEasy]

Thanks! Your comment is very inspiring as well ;). Good luck with your studies!

[@CaramelShaikhSana786]

Also what if the structure was different like a a cyclopentene

[@janechen7123]

really not much difference.. do you have a specific example?

[@TB-qg7vw]

Can you pls do an addition of diborane to an elkene ? 10x you are very helpful

[@cherryrm22]

I love you. Thank you Frank.

[@sitizuhairahzainuddin456]

Very useful! Thank you very much :)

[@OrgoMadeEasy]

WOOT! That's awesome to hear!! haha Your welcome, and hope you did well :].

[@ObeyAmmalol]

You are a God send

[@darkpoet8313]

gosh......u made my day .....thank u....😁😁😁😁😁😁😁

[@rinabhattacharjee9625]

amazing video😄😄

[@timefortrish5144]

Who else is watching this in 2019? Yaaaaaaaay thanks!

[@OrgoMadeEasy]

Haha I wish I had more time :X. Do you have an exam coming up or something? I currently have a list of videos to make before I can get to Aldol/Crossed Aldol (I have to finish editing Acids/Bases Part 3 & 4, film and edit Cyclohexanes Made Easy, but I can do Aldols after that.) I'll definitely add it to my to do list ;). If you'd like we can set up a private tutoring session via Skype or something.

[@LeylaIbrahimlichem]

Thank you for your help

[@mattashton1725]

tip: use a dedicated microphone instead of boosting all audio in post. Would make your tuts much more watchable.

[@vishalthakwani9265]

Damn bruh you are amazing !! 😄

[@koeldas1656]

Hie do you also have videos for all the mechanisms involved in the above reactions . If so please send me the link :) your videos are helpful

[@oliviasnook8565]

Wish I watched this before my second exam ugh

[@JewYen]

helped so much!!!!

[@poshablyposh]

Why is Br added to the H side in the halohydrin reaction? why cant it be under the position of OH? is it due to the negative charge and repelling? haha i realise its the same question as Crks but i cant find the answer D: thanks alot

[@OrgoMadeEasy]

Haha no worries. So Br is added to the H side because in the reaction mechanism a cyclic halonium ion intermediate with a positive charge on Br is formed and then H2O will attack the more substituted side because that side is holding onto a portion of the positive charge and thus is more likely to be targeted. This might help btw: wikipremed.com/03_organic_mechanisms_800/030202_040_halohydrin_formation.jpg

[@jayjohnson5227]

The Br gets added to the most stable position. The left side does not have the extra carbon that the right does. When the bromine is connected to a carbon that is attached to a carbon on each side, it is secondary. That's what he means by the more substituted side, the one with the more stable position.

[@pianojuice123]

Can you do a video for alkyne reactions?? :)

[@kays.9103]

wow my professor makes it seem like it's rocket science

[@saraheasley2225]

THANK U KING

[@RightCenterBack]

Thanks Frank!

[@rembeck8549]

Thank you so much