anonymous
  • anonymous
A trisubstituted cyclohexane compound is given below in its chair conformation. Draw the corresponding planar (overhead) representation, using wedge-and-dash bonds to indicate the substituent positions. To be graded properly, include the hydrogen atoms on the chirality centers (asymmetric carbons). Be sure that both wedge/dash bonds are drawn on the outside of the ring, or else the stereochemistry may be interpreted as square planar.
Organic
  • Stacey Warren - Expert brainly.com
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katieb
  • katieb
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Photon336
  • Photon336
@sharmar25 what is the compound's name
anonymous
  • anonymous
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Photon336
  • Photon336
great, do you know what axial and equatorial mean?

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anonymous
  • anonymous
yes
Photon336
  • Photon336
ok do you know how to go from chair form to the ring?
anonymous
  • anonymous
i do. I am having trouble with where the hydrogens go.
Photon336
  • Photon336
I will start by showing you how to go from chair form to the ring
Photon336
  • Photon336
Okay so the first thing, is that a dashed line means that the group is away from you, and a wedge means that the group is pointing straight at you. |dw:1441924577768:dw|
Photon336
  • Photon336
When you have your chair form you MUST number the carbons
anonymous
  • anonymous
ok. I understand. this is what i have so far.
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Photon336
  • Photon336
Number your carbons and draw the chair form like this. it is important to note whether the groups are up or down. up = wedge on your cyclohexane ring, down = dash |dw:1441924908351:dw|
Photon336
  • Photon336
A dash means up a wedge means down on your flat ring. you draw out your cyclo hexane in chair form number the carbons in both the flat ring and the chair form and then, translate as follows. |dw:1441925042869:dw|
Photon336
  • Photon336
I see that you have both fluorine and bromine as dashes and that chlorine is a wedge
Photon336
  • Photon336
your figure is correct to me, they are in similar positions
anonymous
  • anonymous
my hw website says that i am wrong?
Photon336
  • Photon336
hmm did they ask for the most stable ?
anonymous
  • anonymous
no. are the hydrogens on the correct carbons?
Photon336
  • Photon336
the thing with online websites is that if it's not 100% the exact way that they want it they'll mark you wrong. i think you should show the hydrogen as a dash behind the chlorine
anonymous
  • anonymous
I'll try that. Thanks for your help.
Photon336
  • Photon336
absolutely, I mean you did everything correctly but FYI this isn't the most stable structure
Photon336
  • Photon336
but the question didn't ask for that
anonymous
  • anonymous
I got it correct. Thanks. I understand it better.
Photon336
  • Photon336
absolutely anytime
Photon336
  • Photon336
the easiest thing to do is to 1. number the carbons on the ring 2. a dash on the ring is always up and a wedge is always down 3. number carbons on the chair 4. any groups pointing upwards on the chair will be a wedge on the ring 4. any groups pointing downwards on the chair will be a dash on the ring
Photon336
  • Photon336
|dw:1441926000908:dw| for future reference @shumar25

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