Home > Community > Why is the trans-1,3-di-tert-butylcyclohexane more stable in twist-boat?
Upvote

VOTE

Downvote
+ Organic
Posted by
My Creative Home Cooking

Why is the trans-1,3-di-tert-butylcyclohexane more stable in twist-boat?

Daniel Silvers  Follow
t-butyl in axial position is very disfavored by energy.  When you have trans 1,3 - both chairs have 1 axial and 1 equatorial, so both chairs are disfavored.  Twist boat can minimize the unfavorable interactions from the t-butyls and this makes it more favorable in this case. 

More

Upvote

VOTE

Downvote
Muhammad Zulfiqar  Follow
This is a very good example were you can do some molecular modeling. I don know if you are right though, very possible. I have used ”PC-Model” from Serena Software, very useful in cases like this.

More

Upvote

VOTE

Downvote