<?xml version="1.0" encoding="UTF-8"?>
<term>
  <id>05185</id>
  <title>reactivity index</title>
  <longtitle>IUPAC Gold Book - reactivity index</longtitle>
  <doi>10.1351/goldbook.R05185</doi>
  <code>R05185</code>
  <status>current</status>
  <definitions>
    <item>
      <id>1</id>
      <text>Any numerical index derived from quantum mechanical model calculations that permits the prediction of relative reactivities of different molecular sites. Many indices are in use, based on a variety of theories and relating to various types of reaction. The more successful applications have been to the substitution reactions of conjugated systems where relative reactivities are determined largely by changes of $\ce{\uppi\!\mbox{-}electron}$ energy.</text>
      <links>
        <item>
          <term>conjugated systems</term>
          <url>https://goldbook.iupac.org/terms/view/C01267</url>
        </item>
        <item>
          <term>substitution reactions</term>
          <url>https://goldbook.iupac.org/terms/view/S06078</url>
        </item>
      </links>
      <sources>
        <item>PAC, 1994, 66, 1077. 'Glossary of terms used in physical organic chemistry (IUPAC Recommendations 1994)' on page 1159 (https://doi.org/10.1351/pac199466051077)</item>
      </sources>
    </item>
  </definitions>
  <altoutputs>
    <html>https://goldbook.iupac.org/terms/view/R05185/html</html>
    <json>https://goldbook.iupac.org/terms/view/R05185/json</json>
    <plain>https://goldbook.iupac.org/terms/view/R05185/plain</plain>
  </altoutputs>
  <citation>Citation: 'reactivity index' in IUPAC Compendium of Chemical Terminology, 5th ed. International Union of Pure and Applied Chemistry; 2025. Online version 5.0.0, 2025. 10.1351/goldbook.R05185</citation>
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  <disclaimer>The International Union of Pure and Applied Chemistry (IUPAC) is continuously reviewing and, where needed, updating terms in the Compendium of Chemical Terminology (the IUPAC Gold Book). Users of these terms are encouraged to include the version of a term with its use and to check regularly for updates to term definitions that you are using.</disclaimer>
  <accessed>2026-05-11T15:04:41+00:00</accessed>
</term>
