Which one is more stable: anti conformation or gauche of Newman projection for ethane-1,2-diol? Why?

1 Answer
Jan 3, 2017


Given the real possibility of intramolecular hydrogen bonding we don't know.


Ordinarily, we would predict that the anti conformation would be the most stable. Certainly it would be for the #C_2-C_3# conformers of #"n-butane"#.

For #HOCH_2CH_2OH# there is certainly the possibility of intramolecular hydrogen bonding, in which the electropositive hydroxyl hydrogen is electrostatically attracted to the electronegative oxygen on the alternate hydroxyl group. Make a model, and make a few predictions.......