Welcome to Chem Zipper.com......: Although anti conformation is more stable than the gauch conformation but in some cases gauch or skew conformation is more stable than the anti confirmation why?

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Although anti conformation is more stable than the gauch conformation but in some cases gauch or skew conformation is more stable than the anti confirmation why?

Gauch or skew conformation is more stable than the anti because of the intramolecular hydrogen bonding which is geometrically possible only in the gauch conformation.
For examples:
Ethane-1,2-diol, 2-Fluoroethan-1-ol, 2-chloroethan-1-ol and 2-Aminoethanol etc.
2-chloroethane-1-ol:
Ethane-1,2-diol:

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