5.6 Amine Inversion and Chiral Molecules without Chiral Centers | Organic Chemistry

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  • เผยแพร่เมื่อ 31 ธ.ค. 2024

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  • @MiaClare-sn8cc
    @MiaClare-sn8cc ปีที่แล้ว +3

    Going back and reviewing my ochem. Where were you those years I was taking it!😂 great videos! Thank you!

    • @ChadsPrep
      @ChadsPrep  ปีที่แล้ว

      Thanks - glad the channel is helping you now!

  • @NickUhu
    @NickUhu 9 หลายเดือนก่อน

    Thank you for the explanation with 3D drawing of allene.

    • @ChadsPrep
      @ChadsPrep  9 หลายเดือนก่อน +1

      You're welcome

  • @JeeAsprirant22
    @JeeAsprirant22 5 หลายเดือนก่อน

    Sir that means the compounds which are symmetrical about any axis But not optically Inactive are Chiral without chiral centre.

  • @olaholvik6510
    @olaholvik6510 2 ปีที่แล้ว

    realy thanks i stopp to see all other Chanels. can you please say how many chiral is in the second drawing, and which one ? the drawing is on minutt 08:00.

    • @ChadsPrep
      @ChadsPrep  2 ปีที่แล้ว

      Are you asking how many chiral centers there are? In those cases we have chiral molecules without chiral centers (remember chiral centers have four different groups attached) since all atoms have double bonds.

  • @sciencenerd7639
    @sciencenerd7639 3 ปีที่แล้ว +1

    fascinating

  • @VerlagIdealnoe
    @VerlagIdealnoe 10 หลายเดือนก่อน

    Hey, thanks for the video. I have a question about chirality and symmetry breaking. In the video you say that amines, because they can invert, are not chiral molecules. However, in other contexts I have read about other molecules that are chiral by definition but can still invert. My question is whether chiral molecules definitely cannot invert and if so, why? Does it have anything to do with the presence of a chirality center?

    • @ChadsPrep
      @ChadsPrep  10 หลายเดือนก่อน

      The difference between amine inversion (pyramidal inversion) and inversion of other chiral compounds is the energy barrier associated with it. Amines have a low energy barrier for inversion and so do invert rapidly at room temperature even which prevents optical activity due to the rapid racemization. Other chiral compounds have higher energy barriers for inversion dependent on multiple factors and so they can be inverted by reactions or energy input. However, as they are naturally found they are optically active and so considered to be chiral. Hope that helps!

    • @VerlagIdealnoe
      @VerlagIdealnoe 10 หลายเดือนก่อน

      Thank you very much! Could then theoretically every chiral molecule be inverted by energy input? Or are there also cases where it is only possible through reactions? Or cases where it is completely impossible?@@ChadsPrep

    • @ChadsPrep
      @ChadsPrep  10 หลายเดือนก่อน +1

      Pyramidal inversion is only possible for tetrahedral species having 1 lone pair of electrons on the central atom. Whereas for nitrogen the energy barrier is low, it is higher for phosphorus and separate enantiomers of chiral phosphines can be isolated. But such inversion does not generally occur for chiral centers that do not have a lone pair of electrons, but there are notable exceptions such as the alpha carbon of a carbonyl containing compound. Depending upon acidity/basicity, such a species may be in equilibrium with its enol or enolate form in which the alpha carbon is sp2 hybridized and trigonal planar. When it converts back to its carbonyl form, it becomes sp3 hybridized and could potentially form a different stereoisomer if it is a chiral center. So this is not an energy barrier per se, but a reaction. Hope this helps!

    • @VerlagIdealnoe
      @VerlagIdealnoe 10 หลายเดือนก่อน

      Thank you@@ChadsPrep

    • @ChadsPrep
      @ChadsPrep  10 หลายเดือนก่อน

      @@VerlagIdealnoe Very welcome

  • @watchgoon9
    @watchgoon9 ปีที่แล้ว

    Did u mean odd number of allenes?