Gauche effect

{
  "id": "MLC-T-CHM-004781",
  "term": "Gauche effect",
  "field": "Chemistry",
  "definition": "The preference for a gauche conformation over an anti conformation for certain molecules, particularly those with electronegative substituents. This effect arises from stabilizing interactions, such as hyperconjugation or dipole-dipole attractions, that outweigh the steric repulsion. An example is 1,2-difluoroethane, where the gauche conformer is more stable than the anti conformer.",
  "subject": "Organic and Biomolecular Chemistry",
  "see_also": [
    "conformation",
    "gauche"
  ],
  "references": [
    "PAC, 1996, 68, 2193. 'Basic terminology of stereochemistry (IUPAC Recommendations 1996)' on page 2209 (https://doi.org/10.1351/pac199668122193)"
  ],
  "url": "https://mlchart.com/terminology/chemistry/gauche-effect/"
}