Substituent and positioning in chair conformation!

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Regina Chi 2K
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Joined: Fri Sep 26, 2014 2:02 pm

Substituent and positioning in chair conformation!

Postby Regina Chi 2K » Wed Mar 11, 2015 3:40 pm

I just have a general question. I was doing practice finals and noticed that sometimes I would draw the chair conformation with the "headrest" on the top left and the "footrest" on the bottom right. Sometimes I would situate the substituent on the "headrest" or "footrest," but it would always be on the equatorial position. Does it make a difference whether or not it is on the bottom end or the top end?

Chem_Mod
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Re: Substituent and positioning in chair conformation!

Postby Chem_Mod » Wed Mar 11, 2015 4:13 pm

For clarity, can you please upload a picture?

If there is only one substituent then it doesn't matter where you put it, since all six sites in cyclohexane are equal. If it is a bulky substituent then it will prefer to be equatorial.


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