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Quinomethanes

Term · Chemistry · MLC-T-CHM-009785

Compounds formally derived from quinones by replacing one or both carbonyl oxygens with methylidene groups, giving either a methylidenecyclohexadienone (a quinone methide) or a dimethylidenecyclohexadiene (a quinodimethane). Both are non-aromatic six-membered rings with two ring double bonds and exocyclic double bonds at the 1,2 or 1,4 positions, and they are generally reactive intermediates that regain aromaticity by adding a nucleophile or by dimerizing. The para-quinodimethane p-xylylene polymerizes into the parylene coatings.

Table 1. Record
IdentifierMLC-T-CHM-009785
FieldChemistry
SubjectOrganic and Biomolecular Chemistry
ReferencesPAC, 1995, 67, 1307. 'Glossary of class names of organic compounds and reactivity intermediates based on structure (IUPAC Recommendations 1995)' on page 1362 (https://doi.org/10.1351/pac199567081307)
See alsoQuinones; Triplet state
Record as JSON
{
  "id": "MLC-T-CHM-009785",
  "term": "Quinomethanes",
  "field": "Chemistry",
  "definition": "Compounds formally derived from quinones by replacing one or both carbonyl oxygens with methylidene groups, giving either a methylidenecyclohexadienone (a quinone methide) or a dimethylidenecyclohexadiene (a quinodimethane). Both are non-aromatic six-membered rings with two ring double bonds and exocyclic double bonds at the 1,2 or 1,4 positions, and they are generally reactive intermediates that regain aromaticity by adding a nucleophile or by dimerizing. The para-quinodimethane p-xylylene polymerizes into the parylene coatings.",
  "subject": "Organic and Biomolecular Chemistry",
  "see_also": [
    "quinones",
    "triplet state"
  ],
  "references": [
    "PAC, 1995, 67, 1307. 'Glossary of class names of organic compounds and reactivity intermediates based on structure (IUPAC Recommendations 1995)' on page 1362 (https://doi.org/10.1351/pac199567081307)"
  ],
  "url": "https://mlchart.com/terminology/chemistry/quinomethanes/"
}

Record 10,399 of 13,676 in Chemistry terminology (MLC-0109). Request the full dataset.