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Topic: Drawing Substituted Cyclobutanes  (Read 1707 times)

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Offline kianasani

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Drawing Substituted Cyclobutanes
« on: July 03, 2015, 09:38:50 PM »
I have to draw methylcyclobutane in its two interconverting "puckered" conformations. If the two conformations differ in energy, I must identify the more stable shape and indicate the form(s) of strain that raise the relative energy of the less stable one. I have no idea how to start drawing them! In the answer key it says the equatorial form is more stable and that the second form is transannular (1,3 diaxial) interaction. Any help appreciated!

Offline pgk

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Re: Drawing Substituted Cyclobutanes
« Reply #1 on: July 04, 2015, 01:36:48 PM »
Is it methylcyclobutane or 1,3-dimethylcyclobutane that you want to draw?
Anyway, cyclobutane in space has the form of a piece of paper that is folded on the diagonal axis. Then, draw the conformers with the axial or equatorial methyl (or methyls) group(s).
It’s up to you to decide which form is the more stable one, from the drawn conformers.

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