MLchartDataset catalogue

Stereogenic unit

Term · Chemistry · MLC-T-CHM-011375

A grouping of atoms within a molecule that serves as a focus of stereoisomerism, such that interchanging two ligands at that unit gives a stereoisomer. Three basic types exist: a central atom with distinguishable ligands, such as a carbon bearing four different groups; a double bond whose carbons each carry two different substituents; and a twisted four-atom chain that is not coplanar, as in hindered biaryls. Every enantiomer must contain at least one stereogenic unit, although molecules with stereogenic units need not be chiral.

Table 1. Record
IdentifierMLC-T-CHM-011375
FieldChemistry
SubjectOrganic and Biomolecular Chemistry
Synonymsstereogen; stereoelement
ReferencesPAC, 1996, 68, 2193. 'Basic terminology of stereochemistry (IUPAC Recommendations 1996)' on page 2219 (https://doi.org/10.1351/pac199668122193)
See alsoAsymmetric; Central atom; Chiral; Chirality centre; Cis-trans isomers; Conformation; Enantiomer; Ligands; Stable; Stereoisomerism; Torsion angle
Record as JSON
{
  "id": "MLC-T-CHM-011375",
  "term": "Stereogenic unit",
  "field": "Chemistry",
  "definition": "A grouping of atoms within a molecule that serves as a focus of stereoisomerism, such that interchanging two ligands at that unit gives a stereoisomer. Three basic types exist: a central atom with distinguishable ligands, such as a carbon bearing four different groups; a double bond whose carbons each carry two different substituents; and a twisted four-atom chain that is not coplanar, as in hindered biaryls. Every enantiomer must contain at least one stereogenic unit, although molecules with stereogenic units need not be chiral.",
  "synonyms": [
    "stereogen",
    "stereoelement"
  ],
  "subject": "Organic and Biomolecular Chemistry",
  "see_also": [
    "asymmetric",
    "central atom",
    "chiral",
    "chirality centre",
    "cis-trans isomers",
    "conformation",
    "enantiomer",
    "ligands",
    "stable",
    "stereoisomerism",
    "torsion angle"
  ],
  "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/stereogenic-unit/"
}

Record 12,114 of 13,676 in Chemistry terminology (MLC-0109). Request the full dataset.