Electrophilic Aromatic Substitution Reactions Made Easy!

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  • Опубліковано 7 тра 2018
  • This organic chemistry video tutorial provides a basic introduction into electrophilic aromatic substitution reactions.
    Here is a list of reactions covered in this video:
    1. Friedel Crafts Alkylation of Benzene
    2. Bromination of Ethylbenzene
    3. Aromatic Nitration of Benzene followed by Bromination of Nitrobenzene
    4. Polyalkylation Using Friedel Crafts Alkyation
    5. Chlorination of a Disubstituted Benzene Derivative
    6. Sulfonation of para-methylphenol.
    7. Steric Effects and Directing Effects of Disubstituted Benzene Derivatives
    8. Friedel Crafts Aklyation Reaction and Strongly Deactivating Groups
    9. Synthesis of Benzoic Acid From Benzene
    10. Side Chain Oxidation Using Chromic Acid
    11. Synthesis of Aniline From Benzene
    12. Synthesis of Benzaldehyde From Benzene Using The Gatterman Koch Reaction
    13. Synthesis of Propyl Benzene Using the Friedel Crafts Acylation Reaction Followed by the Clemmensen Reduction Reaction.
    14. Synthesis of Toluene From Bromobenzene Using an Organocuprate Reagent / Gilman Reagent
    15. Synthesis of meta-iodobenzenesulfonic acid
    16. Synthesis of para-nitrobenzoic acid
    17. Synthesis of meta-chloroaniline
    18. Synthesis of para-nitroaniline
    19. Protecting amine groups with acid chlorides by amide formation
    20. Blocking Groups
    21. Application of Desulfonation Reactions
    22. Synthesis of a Trisubstituted Benzene Derivative
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    • @drana2626
      @drana2626 5 років тому +2

      Hey, how does Br2 not attach to ortho and meta but ortho and para, do you mind explaining please ?

    • @DarkGourmand
      @DarkGourmand 2 роки тому +2

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  • @je740
    @je740 4 роки тому +5

    Hey, even with some steric effects, wouldnt the ortho position win out rather than the para because there are double the amounts of ortho positions (2) rather than one para position?

  • @randyliu2664
    @randyliu2664 3 роки тому +1

    @49:40min the protected -NH2 forming amide group, is it still possible to be protonated under acid conditions (HNO3/H2SO4) to deactivate the reactivity of the benzene ring?

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  • @SophieSong-vf7bz
    @SophieSong-vf7bz 4 місяці тому

    Thank you so much for all the practice examples and the detailed explanations!!!!! For the reaction at 31:41, can we perform Friedel Craft Acylation reaction to get the product in one step?

  • @hudanaji6925
    @hudanaji6925 3 роки тому

    Thank you

  • @marioalvarez5909
    @marioalvarez5909 3 роки тому +1

    At 22:55 why is the benzene with the more substituted carbon the major product? Does benzene prefer more more substituted rearrangements in general?

  • @user-me3um8ml3f
    @user-me3um8ml3f 4 роки тому +1

    In prepared para-nitro aniline if l started with (Br) then added (No2) in para position then add (NaNH2) to convert (Br) with (NH2)
    this situation doesn't happened ,does it ?

  • @diabloazula7643
    @diabloazula7643 3 роки тому +1

    i have a question why is it a mixture of these two molecules in 2:29 wouldn't the para position be favoured due to steric collision with the ortho position?

  • @reecegeorgens1755
    @reecegeorgens1755 3 роки тому +2

    I think at around 5:51 when he said the ethyl wants to direct the chlorine atom in the ortho position he meant meta because he circles position 3.

  • @tixxi10
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    @luneluna307 2 роки тому

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  • @valeria538
    @valeria538 4 роки тому +3

    quick question: how come in the 1st example there isn't a hydride shift to stabilize 1ary ch3ch2+ into a secondary?

    • @vctrs5630
      @vctrs5630 4 роки тому +2

      you still get a primary carbocation, so no need to do that.

  • @dr.aneesabbas6619
    @dr.aneesabbas6619 3 роки тому

    nice sir

  • @jackryan2365
    @jackryan2365 Місяць тому

    two questions,
    1. at 43:26 I realized that he's using potassium permanganate in heat and basic conditions to oxidize to a carboxylic acid, but shouldn't it be acidic so you can go straight to the acid, or use water? I was a little confused on that but I get the rest.
    2. can you use other things for iodination because I thought it had to I2/CuCl2, does using nitric acid also work?
    sorry for the weird question, thanks so much for the help

  • @SBdunks3
    @SBdunks3 5 років тому +2

    i have a question, how can you identify if its a friedel crafts? do we look at both the starting material and reagents and if they are both "meta? as in have a positive charge on the atom that is both attached to the benzene and the reagent?

  • @MoustafaE98
    @MoustafaE98 4 роки тому +1

    At 2:30, the para position is actually the major product because there is less steric hindrance

    • @gg13456
      @gg13456 Рік тому +1

      I was searching for your comment like I just wanted to confirm that I think the same way as someone else

  • @felipetabareguicheneyvicen68
    @felipetabareguicheneyvicen68 7 місяців тому +1

    56:23 would it even be possible to add a terbutyl group to this ring?
    Considering that the Friedel Craft's reaction can't occur because the ring is being deactivated by two EWGs, and the other reaction that leads to an alkylation of the benzene ring shown in the video is the one where you add a bromide and then you react this product with (R)2CuLi, but here you already have a bromide on the ring, so you would have many possible side products here(although the product where the Terbutyl group is in the Para position with respect to the nitro group would be the major product of this hypothetical bromation+alkylation reaction route if it is even possible).
    So i don't think this synthetic route shown in the video is even possible, and if it is, then it's not entirely accurate.
    But given that this clearly was not the best synthetic route to get to the intended product anyways, it doesn't really matter if it's not 100% correct.

  • @fatihahahmad8615
    @fatihahahmad8615 3 роки тому

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    @emteemte3985 3 роки тому +1

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  • @bhaskarpandey8586
    @bhaskarpandey8586 5 років тому +1

    why does bromine behave as electrophile because it readily forms br- ion ?

  • @joshr.5199
    @joshr.5199 4 роки тому

    Ochem tutor for president

  • @myawinjum1554
    @myawinjum1554 Рік тому

    Why did you choose to do a secondary carbocation instead of a tertiary with the butane carbocation rearrangement?

  • @simrandhir7790
    @simrandhir7790 4 роки тому +1

    When we use friedel craft alkylation in the synthesis questions, wont polyalkylations occur?

    • @abdallarashad5243
      @abdallarashad5243 4 роки тому +1

      it depends on the quantities of the benzene ring and the reagent

  • @Shadow12aven
    @Shadow12aven 4 роки тому +2

    @45:00 wouldn't NO2 deactive the ring? How would you be able to add a halogen on it?

    • @basilkhan1998
      @basilkhan1998 4 роки тому +2

      RevaN only fiedel craft’s reaction is hindered by that. Meaning with a nitrate group you can’t do alkylation or acylation

    • @Shadow12aven
      @Shadow12aven 4 роки тому +1

      @@basilkhan1998 Thanks!

  • @vivienneli5532
    @vivienneli5532 4 місяці тому

    at minute 45, how does the reaction proceed? i thought nitrobenzene was too deactivating to undergo friedle crafts alkylation

  • @lizbethzepeda4366
    @lizbethzepeda4366 3 місяці тому

    how to know the types of reagents to use, when synthesizing?

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    @obadahmahasees9786 8 місяців тому

    you are the real goat on god

  • @1Ci
    @1Ci Рік тому

    44:45 It should been Cl2 with FeCl3 Right?

  • @danahareb1852
    @danahareb1852 2 роки тому

    for the example at 31 mins why cant we do friedel crafts acylation?

  • @sha20042
    @sha20042 3 роки тому +1

    How many are watching this in 2021.....

  • @muhammadiqbalbinnorinzan124
    @muhammadiqbalbinnorinzan124 3 роки тому

    This are lot of theories than I thought

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    @alejandrosantos1879 Рік тому

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  • @noname6284
    @noname6284 9 місяців тому

    6:42 ok why did we consider NO2 isn’t it a EWG??

  • @senny-
    @senny- Місяць тому

    i'm literally gonna go crazy if i draw one more hexagon lol

  • @isaacdamie2313
    @isaacdamie2313 Рік тому

    u you cant use freidel craft to add a halogen to nitrobenzene. I see u used it in synthesis where u needed to use nitrbenzene to substitute a halogen at the meta carbon b4 reducing nitro group to NH2

  • @karanpatel9407
    @karanpatel9407 4 роки тому +2

    how are you suppose to remember all the reagents. Lol it seems hard!!

  • @Prince-nt6dr
    @Prince-nt6dr 4 роки тому

    Hi Hayley

  • @PJ-vb3fl
    @PJ-vb3fl 4 роки тому

    The minor producccccc

  • @rajarshisaha3402
    @rajarshisaha3402 5 років тому +1

    20:05 isn't carboxylate grp meta directing??

    • @je740
      @je740 4 роки тому

      carboxyl is meta yeah, idk about the carboxylate though

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    @AliciaMariePolly 3 роки тому

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    @amandaconway9059 2 роки тому

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    @andreasg.1536 3 роки тому +1

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    @The_boy_fvckin_up_SETs 10 місяців тому

    9

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    @user-lb7pt6jb3o 2 роки тому

    23:30

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    @user-zc7yw6dc9m 2 роки тому

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    @zaraa.6549 2 роки тому

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    @user-vi3st8gv9w 4 місяці тому +1

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    @HeadlessHoursemanMC 6 років тому

    First