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Trans vs Cis stablity

Posted: Mon Mar 07, 2016 10:15 pm
by Natalie Yakobian
For cyclohexanes in chair postion is Trans always more stable than cis?

Thanks!

Re: Trans vs Cis stablity

Posted: Mon Mar 07, 2016 10:22 pm
by Ronald Yang 2F
Not necessarily. If the cis molecule has its substituents in equitorial positions, it would be more stable than a trans molecule with a substituent in an axial position and a substituent in an equitorial position.

Re: Trans vs Cis stablity

Posted: Mon Mar 07, 2016 10:24 pm
by Natalie Yakobian
Thanks! However, what if the Trans has both substituents in equatorial position?

Re: Trans vs Cis stablity

Posted: Mon Mar 07, 2016 11:40 pm
by Ronald Yang 2F
Oh, I see. Yes, that would be correct too. I guess it depends where the substituents are placed. What I said would apply to a molecule like 1,3-dimethylcyclohexane, while yours would apply to a molecule like 1,4-dimethylcyclohexane.