SN1/SN2/E1/E2 - working through problems!

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  • Опубликовано: 22 дек 2024

Комментарии • 93

  • @whosthis1330
    @whosthis1330 Год назад +30

    You are the first one explaining it in a way that I can finally understand it, thank you so much

  • @gravel9270
    @gravel9270 2 года назад +29

    I like how our instructor makes us answer those types of things without him ever mentioning Sn 1, Sn 2, E1 and E2. So new to my ears!

  • @HC-kg9ip
    @HC-kg9ip 2 года назад +5

    I came back to this video because I wanted to say thanks!!! You're a legend, here's a virtual high five :) 🖐

    • @orgotime6196
      @orgotime6196  2 года назад +1

      Aww HC, thank you very much for this comment. I made these for my students but glad you also found them helpful. I wish I had time now to make them better.

  • @SachinKumar-hx7zz
    @SachinKumar-hx7zz 3 года назад +10

    I like ur flow chart ,I never fail in attempting ctq.Thank u

  • @MegaMahdi11
    @MegaMahdi11 3 года назад +7

    Ahh yes, the memories from orgo. Hands down one of the best professors I've taken!

    • @orgotime6196
      @orgotime6196  2 года назад +2

      Aww Mohammad! I miss you. You always asked great questions in class, and I enjoyed our hiking trip that summer!

  • @rameshgaurav4115
    @rameshgaurav4115 3 года назад +5

    Most underrated channel on organic chemistry...

  • @dhir.dhakad
    @dhir.dhakad 3 года назад +3

    Thank you ma'am. Love ❤from INDIA🇮🇳

  • @daniellemason9620
    @daniellemason9620 Месяц назад +1

    This was SO incredibly helpful, THANK YOU!

  • @uberversalpictures
    @uberversalpictures 2 года назад +6

    Great video, thanks for the clear and effective examples. On the worksheet linked in the description, why do examples f and h favor E2 over SN2? I thought due to NaOH being a small and strong base they would favor SN2, is it because they are too sterically hindered to do SN2 effectively?

    • @orgotime6196
      @orgotime6196  2 года назад

      Yes- when both SN2 and E2 are possible, secondary and tertiary alkyl halides favor E2 because of less sterics but also the stability of alkene being formed, over primary halide being favored for SN2

  • @nob3814
    @nob3814 2 года назад +1

    miss why did we say that E1 favors Zietsev olefine while we are going to get a racemic mix?

  • @Noniecow
    @Noniecow 3 года назад +21

    For the first problem (a) you said it won't do sn1 because of poor nu , but doesn’t sn1 prefer weak nu?

    • @paigec7596
      @paigec7596 Год назад +3

      Strong base weak nucleophile goes for E2 for tertiary. She said weak nucleophile but she also said strong base. However the strong base is too bulky to attack a carbocation, so that means it will attack a hydrogen which means elimination.

  • @anupammehrotra1932
    @anupammehrotra1932 2 года назад +2

    This is extremely helpful

  • @amberlang4651
    @amberlang4651 3 года назад +3

    So Helpful! Thank you!!

  • @rajdeeplahiri8842
    @rajdeeplahiri8842 3 года назад +4

    In the first question if KotBu is a poor nu then why is sn1 not happening as the nu isn't involved in the rate determining step of sn1 mechanism???? So it being a poor nu shouldn't stop sn1 from happening????

    • @nob3814
      @nob3814 2 года назад

      one year later reply lol it's because DMSO is a polar aprotic solvent sothere will be no solvatation

    • @nicolechan7670
      @nicolechan7670 Месяц назад

      SN1 is not favored because type 1 reactions need a stable carbocation to form, but otBu is a charged species = no “patience” to wait for carbocation to form! Thats how we know it’s type 2.

  • @kagamer21
    @kagamer21 2 года назад +6

    So well done! Thank you, this was fun!

    • @orgotime6196
      @orgotime6196  2 года назад +1

      @nicholas - thank you so much! You are very kind!

  • @mishukatakwar7186
    @mishukatakwar7186 2 года назад +1

    can you provide notes
    link....

  • @lucassssyn
    @lucassssyn 2 месяца назад

    Thank you from Korea 🇰🇷

  • @17anirbanghosh
    @17anirbanghosh 3 года назад +2

    Can U plz Provide this Pdf ???

  • @lakshyatuteja6933
    @lakshyatuteja6933 3 года назад +3

    Thanks a lot how do I get the full pdf is glimpse was amazing

  • @Rinkachikuzu_SVK
    @Rinkachikuzu_SVK 4 месяца назад

    Hello, may I ask if the reaction between benzyl chloride and sodium actetae is SN1 or SN2 reaction? thx

  • @ummuhani5491
    @ummuhani5491 2 года назад +1

    hi, is there any way so that I can get this workbook?

  • @raji82
    @raji82 3 года назад +1

    Where can I found this pdf

  • @theoriginals5993
    @theoriginals5993 2 года назад +1

    how can i get these notes?

  • @kirithish8389
    @kirithish8389 2 года назад +1

    Your vedios are great! I love 'em

  • @JGscienceGaming
    @JGscienceGaming 3 года назад +3

    Where have you been all my life!!!

  • @sze2683
    @sze2683 3 года назад +1

    How to get the full pdf of this WS?

  • @MANOJSIR-mz1qq
    @MANOJSIR-mz1qq 3 года назад +2

    Thanku

  • @ianreynolds2470
    @ianreynolds2470 Месяц назад

    How is OH a weak Nu in problem E but all of a sudden a strong Nu in problem H???

  • @ian9796
    @ian9796 3 года назад +11

    Thank you for this video, but how does protic favor E2? Wouldnt it also “hide” the base, making it less likely to remove an H+

    • @orgotime6196
      @orgotime6196  3 года назад +5

      Great question! The effect of “hiding” the anion is much greater when the anion is acting as a nucleophile, rather than as a base (think of the solvent cage as making the Nu more sterically hindered). Therefore Sn2 will be more negatively impacted by protic solvent than E2. This might help: www.chemistrysteps.com/sn1-sn2-e1-e2-effect-of-solvent/

  • @AyushMishra-i4q
    @AyushMishra-i4q Месяц назад

    Thanks from INDIA 🙌

  • @whatsyourgame1111
    @whatsyourgame1111 Год назад

    In b.)
    Isn’t it about Sayzeff / Hofmann rule or something like that? ^^‘

  • @MrTVx99
    @MrTVx99 3 года назад +2

    Thanks for the video. Can someone explain to me why t-butoxide is a weak nucleophile? Nucleophile is a lone pair donor so shouldn't the oxygen be a good lone pair donor?

    • @orgotime6196
      @orgotime6196  3 года назад +1

      Hi Tushar! Yes - nucleophilicity and basicity are not exactly the same. Nucleophilic strength is based on kinetics - when nucleophiles are branched/bulky, the electron repulsion of these electron clouds create steric hindrance and slow down the reaction rate... thus tBuO- is a weaker nucleophile than OH- even though it's a stronger base than OH-. I hope this helps!

  • @abrehamephrem1302
    @abrehamephrem1302 2 года назад +1

    What is the book?

  • @siddharth5339
    @siddharth5339 3 года назад +1

    if h20 is given without temp then its sn1 and alchohol will give e1! in the question (e)(5th) . its ch3oh so here dielectric constant is less for it so it gives e1 and i guess it will not give sn1

  • @jameyatesmauriat6116
    @jameyatesmauriat6116 2 года назад

    Thank you Ma'am, Is there any info on how to know which nucleophile is good or bad?

    • @orgotime6196
      @orgotime6196  2 года назад

      I go into it a little at around 10:15min mark of this video:
      ruclips.net/video/ivkquiO9Hgs/видео.html
      I also recommend this:
      www.masterorganicchemistry.com/2012/06/18/what-makes-a-good-nucleophile/

  • @ryanndakazi1464
    @ryanndakazi1464 3 года назад +2

    Thank you!!!!

  • @paulshorty8537
    @paulshorty8537 2 месяца назад

    So for question should it favor Hoffman reaction since we have a bully base

  • @kaveenmanusha9843
    @kaveenmanusha9843 2 года назад +1

    THANK YOU SO MUCH FOR THIS

  • @FatimaKhazaal534
    @FatimaKhazaal534 3 года назад +1

    Thank you

  • @seancronin9317
    @seancronin9317 Год назад

    First of all thanks a lot for the great content. Second, for the (g) example I don't understand what happens in the Answer key. How do we know that is it only E1 and not SN1 ? Thanks

  • @MzwandileHarmans
    @MzwandileHarmans 3 года назад +2

    Thanks. Subscribed

  • @DUSHIMITANGALuc
    @DUSHIMITANGALuc Год назад

    can i get a copy of that book

  • @freddy3414
    @freddy3414 3 года назад +4

    If rick and morty’s summer became a chemist

  • @anisnatasha1097
    @anisnatasha1097 Год назад

    good day, how can I get those pdf to as reference?

  • @tiktak1374
    @tiktak1374 5 месяцев назад

    For example 2 is the product you crossed out not a minor product? Zaitsev is the most substituted alkene so why are the cis and trans alkenes considered minor products while the crossed out product is not?

  • @zoe2185
    @zoe2185 4 года назад +1

    hello, thank you very much for this video! I have a question concerning exercice C, you said that if we had a chiral molecule we would make sure we changed the stereochemistry (R to S or S to R), but do we always necessarily do that or do we just change the relative configuration and see if that changes the stereochemistry??

    • @orgotime6196
      @orgotime6196  4 года назад +2

      HI Zoe! Thanks for your comment! Yes, you just change the configuration at the chiral center IF your nucleophile is attacking it at that precise carbon. So you don't have to label whether it's R or S, but just change it to the opposite configuration and make sure your drawing indicates that inversion of stereochem. For example, if you started with R-2-propyliodide, make sure it's S-2-propylwhatever at the end (or if it's wedged, make sure it ends dashed, or vice versa). However, please note that the chiral center may not be the carbon that is attacked - in which case, you would not change the chiral center! An example is R-1-bromo-2-methylbutane... after reaction with iodide, you should get R-1-iodo-2-methylbutane, because the chiral center is on carbon 2 and not carbon 1, where the nucleophilic attack is occurring! I hope this makes sense and that I answered your question but if not, please feel free to write back!

    • @zoe2185
      @zoe2185 4 года назад

      ​@@orgotime6196 Okay thank you very much for your explanations!!

  • @가나다가나다-x5b
    @가나다가나다-x5b 3 года назад +3

    this concepts are so confusing... but this video has helped me a lot. Thanks

  • @ruturajthete3677
    @ruturajthete3677 3 года назад +1

    This helped thanks!!!!

  • @jameyatesmauriat6116
    @jameyatesmauriat6116 2 года назад

    The last example was very hard to understand, I still don't get it..

    • @orgotime6196
      @orgotime6196  2 года назад

      The key is understanding the reagent on top of the arrow. It’s a good Nu so it favors SN2 over SN1, and it’s a strong base which favors E2 over E1. Because it’s a secondary alkyl halide, both are possible. The chart on this page from Klein might help you with knowing whether the reagent is a strong or weak Nu and strong or weak base:
      www.bartleby.com/solution-answer/chapter-1010-problem-1027p-organic-chemistry-as-a-second-language-first-semester-topics-4th-edition/9781119110668/cd1360b4-5079-11e9-8385-02ee952b546e

  • @DrKora-br1le
    @DrKora-br1le 3 года назад +1

    Hi I would like to ask if you mind tutoring me online on organic chemistry of rxns and aromaticity including E1,E2, SN1,SN2, electrophilic addition, radical substitution, alkenes, and alkynes rxns .....etc ? if so can you please give me any contact info. Thanks

    • @orgotime6196
      @orgotime6196  3 года назад

      Hi Dr Kora, sorry I am only getting your message now! If it’s not too late you can email me: gershie@gmail.com

  • @so.meYeah
    @so.meYeah 3 года назад +1

    Thank you ma'am. Just a question from the first problem-
    Will the poor nucleophile not wait for the formation of the carbocation? If yes, then it should be by E1 mechanism. Please reply ma'am, I'm preparing for NEET 2021 and sinking in variety of concepts.

    • @orgotime6196
      @orgotime6196  3 года назад +3

      Hi Soumya - right, if only there wasn't a strong base in the solution. Since tBuO- is a strong base, it will not wait for carbocation - it is very reactive and will start an E2 mechanism instead. So it's important to think of every reagent in terms of: strong Nu (favor SN2), weak Nu (favor SN1) AND ALSO strong base (favor E2), weak base (favor E1). Here we have tBuO- which is a weak Nu but strong base - E2 (faster) is favored over SN1/E1.

    • @so.meYeah
      @so.meYeah 3 года назад

      @@orgotime6196 Thank you so much maam...

  • @gutsmp3
    @gutsmp3 9 месяцев назад

    THANKYOU SOOO MUCH :))))))))))

  • @I_dont_even_work_out
    @I_dont_even_work_out 3 года назад

    you didn't do part d

  • @5minorgo
    @5minorgo 2 года назад +1

    Nice video! I'm trying to do the same with my channel for my ochem class at Northeastern University!

    • @orgotime6196
      @orgotime6196  2 года назад

      Hi Steven! That's great - I'd love to check it out!

  • @saw9634
    @saw9634 3 года назад

    Starship

  • @adame2774
    @adame2774 2 года назад

    u made a mistake e2 is favored when aprotic not protic idk if u miss spoke but i wanted to point it out for anyone watching

    • @orgotime6196
      @orgotime6196  2 года назад

      Actually E2 is favored in protic solvent- that is a big difference between E2 and SN2. Further reference about this:
      www.masterorganicchemistry.com/2012/12/04/deciding-sn1sn2e1e2-the-solvent/

  • @paulshorty8537
    @paulshorty8537 2 месяца назад

    Bulky*

  • @ianreynolds2470
    @ianreynolds2470 Месяц назад

    you really gonna skip all those rings? :(

  • @MiketheViking90
    @MiketheViking90 3 года назад +1

    algorithms brought me here

  • @markdan-harry9827
    @markdan-harry9827 2 года назад

    s

  • @rickdeckard1075
    @rickdeckard1075 2 года назад

    how do you know what will qualify as steric hindrance? what if the attraction energy of the attacking molecule is high enough to overcome it (bend the bonds of the existing geometry of the attacked molecule)? this shit is why organic chemistry is 90% hand-waving garbage.

    • @orgotime6196
      @orgotime6196  2 года назад +1

      Hi Rick - we can get quantitative if you want, but most of the organic chem at this level is presented qualitatively to keep it accessible (I think). We try to recognize patterns from the data but I agree that omitting these data lead to feelings of hand-wavyness... Yes - I can understand your point. In general, what qualifies as enough steric hindrance to predict "no reaction" is going to be where the nucleophilic carbon is tertiary (and in some cases, secondary, or next to a tertiary carbon). I usually see 99.9% examples where something considered "branched" (isopropyl, isobutyl, or in a cyclic ring like DBN) to be hindered enough to predict no reaction or at best, minor products. We could get into the weeds on this and look up research articles siting repulsion energies if you'd like, but most treatments of this material remain qualitative. Advanced organic chem texts will go more into more detail.

    • @rickdeckard1075
      @rickdeckard1075 2 года назад

      ​@@orgotime6196 i appreciate your reply, but this is the problem with all of western STEM education, we dont teach from first principles. after youve had OC and memorized the hand-waving, you have to unlearn it all and start from scratch having wasted another year of your life.
      i'm not blaming you or your channel, i'm saying the whole subject is a useless waste of time that purely serves as a filter class. same with linear algebra. either teach by historical development, or teach by first principles (whatever those are in present era.)
      /rant

    • @coolexplorer1015
      @coolexplorer1015 10 месяцев назад

      @@rickdeckard1075A lot of the time that isn’t practical for career considerations and different needs of students

    • @rickdeckard1075
      @rickdeckard1075 10 месяцев назад

      @@coolexplorer1015 yes thats why they cant get and keep a job that doesnt require being told what chem to put in what testtube

  • @sanjuwaves
    @sanjuwaves 3 года назад

    hi nicely explain
    plz tell from where i get worksheet
    @sanjuwaves

  • @avina8192
    @avina8192 Год назад

    Osm

  • @aliviamazumder3622
    @aliviamazumder3622 7 месяцев назад +1

    THANK YOU SO SO MUCH FOR THIS