18.7 Retrosynthesis with Aromatic Compounds | Organic Chemistry

In this lesson Chad covers several common patterns in synthesis problems of benzene derivatives. He concludes the lesson by working six example retrosynthesis problems involving benzenes.
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00:00 Lesson Introduction
00:35 Common Patterns in Synthesis
08:24 Retrosynthesis Example #1
10:08 Retrosynthesis Example #2
13:02 Retrosynthesis Example #3
15:00 Retrosynthesis Example #4
18:39 Retrosynthesis Example #5
21:00 Retrosynthesis Example #6
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Пікірлер: 18

  • @alya410
    @alya410 Жыл бұрын

    At 14:48 you did a synthesis question where you have used SO3, H2SO4 and then HNO3, H2SO4. Wouldnt the sulfuric acid in the nitric acid act in a way to remove the SO3 on your benzene (unwanted side reaction)? If not, then I noticed that later on you use dilute sulfuric acid to remove SO3 so sounds like that might occur.

  • @erikkirakosyan8011
    @erikkirakosyan80113 жыл бұрын

    Thank you again !!

  • @ChadsPrep

    @ChadsPrep

    3 жыл бұрын

    You are welcome, Erik!

  • @hosseinrm9642
    @hosseinrm96427 ай бұрын

    Fantastic thanks man!

  • @ChadsPrep

    @ChadsPrep

    7 ай бұрын

    You're welcome and Thank You.

  • @neveenbotros3257
    @neveenbotros3257 Жыл бұрын

    Best professor ever!

  • @ChadsPrep

    @ChadsPrep

    Жыл бұрын

    Thanks!

  • @namhlamadlala321
    @namhlamadlala3213 ай бұрын

    Oh Chad!!!I owe you a million when i get a job!🥰

  • @ChadsPrep

    @ChadsPrep

    3 ай бұрын

    Woo woo! All the best in your future employment endeavors!

  • @strugglingcollegestudent
    @strugglingcollegestudent Жыл бұрын

    5:00 won't the carbocation rearrange since this is alkylation not acylation?

  • @Patriots4890

    @Patriots4890

    9 ай бұрын

    it is a primary chlorine therefore there wouldn't be any rearrangement

  • @saifullah-ss3yr
    @saifullah-ss3yr2 жыл бұрын

    Great 😍

  • @ChadsPrep

    @ChadsPrep

    2 жыл бұрын

    Thx!

  • @s.p.8508
    @s.p.85082 жыл бұрын

    Why does’t the sulfonate group block the acylation from happening at 3:52 ?

  • @ChadsPrep

    @ChadsPrep

    2 жыл бұрын

    Hey SP! The para position is blocked by the sulfonate which is why it directs ortho

  • @s.p.8508

    @s.p.8508

    2 жыл бұрын

    @@ChadsPrep but doesn’t a sulfonate group block additional friedel-crafts reactions from happening?

  • @ChadsPrep

    @ChadsPrep

    2 жыл бұрын

    @@s.p.8508 Hello S.P.! You might very well be right. Friedel-Crafts reactions don't work on strongly deactivated rings. If the only substituent were the sulfonate group then you could conclude that the reaction wouldn't be possible. But the alkyl group is an activating group and likely counters the deactivating nature of the sulfonate group. But then you can factor in some steric issues. Acyl groups are large and here we're trying to force it to go ortho to an alkyl group. So now we have a confluence of factors which lead us to believe that the yield might not be as good as we'd like if we were to perform this reaction in the lab. You've convinced me to use a different example for the next go around of the ochem playlist (probably a couple years away). Thanks!

  • @s.p.8508

    @s.p.8508

    2 жыл бұрын

    @@ChadsPrep alright, thank you!