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Topic: Chair conformations. Not understanding it.  (Read 11563 times)

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Offline Twickel

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Chair conformations. Not understanding it.
« on: May 03, 2012, 05:29:36 AM »
Hi
Attachee dis an image of a ring with three substituents, please check if my chair conformation is right.

I  made sure both cis substituents were below the hydrogens ( to allow the big group to be equatorial) then trans one above the hydrregn.

Offline discodermolide

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Re: Chair conformations. Not understanding it.
« Reply #1 on: May 03, 2012, 05:37:26 AM »
Hi
Attachee dis an image of a ring with three substituents, please check if my chair conformation is right.

I  made sure both cis substituents were below the hydrogens ( to allow the big group to be equatorial) then trans one above the hydrregn.


I would say the molecule looks like the picture I have attached.
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Offline Twickel

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Re: Chair conformations. Not understanding it.
« Reply #2 on: May 03, 2012, 05:53:13 AM »
so in exam, would I get mine wrong?

Have you made the carbon connected to the bromine number 1?

Offline discodermolide

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Re: Chair conformations. Not understanding it.
« Reply #3 on: May 03, 2012, 06:19:58 AM »
so in exam, would I get mine wrong?

Have you made the carbon connected to the bromine number 1?

Yes, it would be wrong as you drew it.
As you drew it in the flat picture the OH is down, the bromine and tBu are up.
Your chair conformation shows the OH up and the bromine down.
Make some models.
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Offline Twickel

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Re: Chair conformations. Not understanding it.
« Reply #4 on: May 03, 2012, 06:57:22 AM »
ok, just checked my lecture notes, and the bottom right corner of the chair is always C1, so when I frew it like they set out ( for another example), I got t but equaltorial above H, Br axial above H and OH axial below H.


Thats better right?

Offline discodermolide

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Re: Chair conformations. Not understanding it.
« Reply #5 on: May 03, 2012, 07:16:07 AM »
ok, just checked my lecture notes, and the bottom right corner of the chair is always C1, so when I frew it like they set out ( for another example), I got t but equaltorial above H, Br axial above H and OH axial below H.


Thats better right?

Yes, as I drew it.
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Offline Twickel

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Re: Chair conformations. Not understanding it.
« Reply #6 on: May 03, 2012, 08:20:57 AM »
Thank you very much.

Offline Sophia7X

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Re: Chair conformations. Not understanding it.
« Reply #7 on: May 04, 2012, 06:46:20 PM »
Anything that has a wedge is "up" (it points above the ring)
and the dashes are "down" (it points below the ring)
Entropy happens.

Offline wynn

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Re: Chair conformations. Not understanding it.
« Reply #8 on: May 05, 2012, 03:45:15 AM »
I think this one is right

Offline Borek

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Re: Chair conformations. Not understanding it.
« Reply #9 on: May 05, 2012, 03:47:50 AM »
I think this one is right


This file is on your hard disk, nobody but you can see it.

Post it as an attachment.
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Offline wynn

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Re: Chair conformations. Not understanding it.
« Reply #10 on: May 05, 2012, 03:48:51 AM »
Switch each functional groups' position with the hydrogen that is attaching to the same carbon then you should have the right answer.

Offline wynn

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Re: Chair conformations. Not understanding it.
« Reply #11 on: May 05, 2012, 03:50:21 AM »
I think this one is right


This file is on your hard disk, nobody but you can see it.

Post it as an attachment.

Sorry about that. Is there any easier way to post a picture?

Offline Borek

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Re: Chair conformations. Not understanding it.
« Reply #12 on: May 05, 2012, 04:17:10 AM »
Posting as an attachment is very simple. Look below edit field (in advanced editor) - there is a link saying "Additional options...". Click it and select image, it will be uploaded automatically to our server.
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Offline wynn

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Re: Chair conformations. Not understanding it.
« Reply #13 on: May 09, 2012, 10:07:48 PM »
Here is what I think is right~
By the way, I didn't draw the hydrogens.

Offline qw098

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Re: Chair conformations. Not understanding it.
« Reply #14 on: May 09, 2012, 10:39:03 PM »
Here is what I think is right~
By the way, I didn't draw the hydrogens.

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