Nucleophilic Aromatic Substitution - Addition and Identification of an Amine

Steven W. Goldstein, Ashley Bill, Jyothi Dhuguru, Ola Ghoneim

Research output: Contribution to journalArticlepeer-review

13 Scopus citations


The addition of a nucleophilic functional group to an electron-deficient aromatic ring is a versatile reaction in the modern organic chemistry arsenal. The proper positioning of a leaving group on this ring effectively allows for a substitution reaction to occur. A 3 h laboratory experiment is described in which students utilize a common electrophilic aromatic ring and affect a substitution with an unknown amine, the identity of which is later characterized by the melting point and 1H NMR spectrum of the product.

Original languageEnglish (US)
Pages (from-to)1388-1390
Number of pages3
JournalJournal of Chemical Education
Issue number9
StatePublished - Sep 12 2017
Externally publishedYes


  • Addition Reactions
  • Amines/Ammonium Compounds
  • Aromatic Compounds
  • Nucleophilic Substitution
  • Organic Chemistry
  • Problem Solving/Decision Making
  • Second-Year Undergraduate

ASJC Scopus subject areas

  • General Chemistry
  • Education


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