Stereoheterotopic

{
  "id": "MLC-T-CHM-011376",
  "term": "Stereoheterotopic",
  "field": "Chemistry",
  "definition": "Constitutionally equivalent ligands or faces that cannot be interchanged by a rotation, so that substituting or adding at one gives a different stereoisomer from doing so at the other. If the two results are enantiomers the ligands or faces are enantiotopic, and if they are diastereomers they are diastereotopic. The two methylene hydrogens of ethanol are enantiotopic, whereas those of the CH2 group in 2-butanol are diastereotopic.",
  "subject": "Organic and Biomolecular Chemistry",
  "see_also": [
    "pro-R, pro-S",
    "diastereotopic",
    "enantiotopic"
  ],
  "references": [
    "PAC, 1996, 68, 2193. 'Basic terminology of stereochemistry (IUPAC Recommendations 1996)' on page 2219 (https://doi.org/10.1351/pac199668122193)"
  ],
  "url": "https://mlchart.com/terminology/chemistry/stereoheterotopic/"
}