Trans vs Cis stablity

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Natalie Yakobian
Posts: 45
Joined: Fri Sep 25, 2015 3:00 am

Trans vs Cis stablity

Postby Natalie Yakobian » Mon Mar 07, 2016 10:15 pm

For cyclohexanes in chair postion is Trans always more stable than cis?

Thanks!

Ronald Yang 2F
Posts: 86
Joined: Fri Sep 25, 2015 3:00 am

Re: Trans vs Cis stablity

Postby Ronald Yang 2F » Mon Mar 07, 2016 10:22 pm

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.

Natalie Yakobian
Posts: 45
Joined: Fri Sep 25, 2015 3:00 am

Re: Trans vs Cis stablity

Postby Natalie Yakobian » Mon Mar 07, 2016 10:24 pm

Thanks! However, what if the Trans has both substituents in equatorial position?

Ronald Yang 2F
Posts: 86
Joined: Fri Sep 25, 2015 3:00 am

Re: Trans vs Cis stablity

Postby Ronald Yang 2F » Mon Mar 07, 2016 11:40 pm

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.


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