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Topic: Sigmatropic Rearrangements  (Read 3143 times)

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Offline Gburk23

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Sigmatropic Rearrangements
« on: November 29, 2013, 09:39:21 PM »


The questions I have are in regard to this slide from my professor's lectures. Does the Hydrogen walk completely around the molecule? If so, does it primarily travel in one direction?

I'm theorizing it does and thus creates a magnetic field which can be manipulated by increasing the temperature. Would it be possible to substitute the hydrogen with some other element, or would it be possible to have it complex with another atom(s)?

Offline Archer

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Re: Sigmatropic Rearrangements
« Reply #1 on: November 30, 2013, 04:19:29 AM »


The questions I have are in regard to this slide from my professor's lectures. Does the Hydrogen walk completely around the molecule? If so, does it primarily travel in one direction?

I'm theorizing it does and thus creates a magnetic field which can be manipulated by increasing the temperature. Would it be possible to substitute the hydrogen with some other element, or would it be possible to have it complex with another atom(s)?

Your questions are a little hard to follow. This wikipedia page gives a good explanation of the 1,5-shift,

http://en.wikipedia.org/wiki/Sigmatropic_reaction

Essentially the hydrogen does not "walk" around the whole molecule, it moves from one carbon to the adjacent one in one step, seemingly as a 1,2-shift so why do you think it is called a 1,5-shift?

it can move in both directions which is why the double arrows are used in your Prof's scheme.
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Offline spirochete

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Re: Sigmatropic Rearrangements
« Reply #2 on: November 30, 2013, 12:57:14 PM »


The questions I have are in regard to this slide from my professor's lectures. Does the Hydrogen walk completely around the molecule? If so, does it primarily travel in one direction?

I'm theorizing it does and thus creates a magnetic field which can be manipulated by increasing the temperature. Would it be possible to substitute the hydrogen with some other element, or would it be possible to have it complex with another atom(s)?

Nothing fancy going on here with magnetic fields. The example is symmetrical so the shift can happen in a "clockwise" or "counter clockwise" direction with equal liklihood. Obviously those terms are arbitrary  because the molecule is not fixed in the plane of a computer screen.

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