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Markownikoff rule

Term · Chemistry · MLC-T-CHM-006961

A principle in organic chemistry that describes the regioselectivity of electrophilic addition reactions to unsymmetrical alkenes. It states that in the addition of HX (where X is a halogen) to an alkene, the hydrogen atom adds to the carbon atom of the double bond that already has the greater number of hydrogen atoms. This leads to the formation of the more stable carbocation intermediate.

Table 1. Record
IdentifierMLC-T-CHM-006961
FieldChemistry
SubjectOrganic and Biomolecular Chemistry
SynonymsMarkownikov rule
ReferencesPAC, 1994, 66, 1077. 'Glossary of terms used in physical organic chemistry (IUPAC Recommendations 1994)' on page 1137 (https://doi.org/10.1351/pac199466051077)
See alsoAddition reaction; Alkenes; Anti; Carbenium ion; Heterolysis; Hydrocarbons; Stable
Record as JSON
{
  "id": "MLC-T-CHM-006961",
  "term": "Markownikoff rule",
  "field": "Chemistry",
  "definition": "A principle in organic chemistry that describes the regioselectivity of electrophilic addition reactions to unsymmetrical alkenes. It states that in the addition of HX (where X is a halogen) to an alkene, the hydrogen atom adds to the carbon atom of the double bond that already has the greater number of hydrogen atoms. This leads to the formation of the more stable carbocation intermediate.",
  "synonyms": [
    "Markownikov rule"
  ],
  "subject": "Organic and Biomolecular Chemistry",
  "see_also": [
    "addition reaction",
    "alkenes",
    "anti",
    "carbenium ion",
    "heterolysis",
    "hydrocarbons",
    "stable"
  ],
  "references": [
    "PAC, 1994, 66, 1077. 'Glossary of terms used in physical organic chemistry (IUPAC Recommendations 1994)' on page 1137 (https://doi.org/10.1351/pac199466051077)"
  ],
  "url": "https://mlchart.com/terminology/chemistry/markownikoff-rule/"
}

Record 7,373 of 13,676 in Chemistry terminology (MLC-0109). Request the full dataset.