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Topic: anti of cyclohexane.  (Read 3363 times)

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Offline NewtoAtoms

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anti of cyclohexane.
« on: February 11, 2011, 09:38:41 AM »
Hello,

I have a question at the end of my chapter, and I have tried it and am stuck.
Any help would be greatly appreciated


Q:  Change and hydrogen atom to a methyl group on the disubstituted cyclohexane, shown below in such a way that the 'Me' group and 'OH' group are anti.


                            OH  H
                               \ /
                                c
                              /   \
                            c      c
                            l        l
                            c      c
                             \     /
                                c
                               / \
                            CH3  H

Heres what I know:  Gauche is seperated by 60 degrees.  I know that when I draw a straight alkane, it's easy to orientate it so that the OH and Me group would be 60 degrees apart, however how on earth do I do that on this cyclohexane? 
Would both the OH and CH3 be on the axial? or Equatorial?  But that wouldn't provide 60 degrees?


Oh dear so confused!

Thank you for your help

Offline Charkol

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Re: anti of cyclohexane.
« Reply #1 on: February 12, 2011, 10:05:50 PM »
http://www.sparknotes.com/chemistry/organic2/carbocycles/section2.rhtml

Here is a picture of the newman projection of cyclohexane, it's the one with two big circles.  The cross parts that point up and down are the 1 and 4 positions of the chair conformation. 

The 'anti-conformation' (180 degrees) of cyclohexane is the most stable of all the cyclohexane conformations.  Hope this is what you are looking for.

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