Nucleophilic Aromatic Substitution - Addition and Identification of an Amine

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

Research output: Contribution to journalArticle

2 Citations (Scopus)

Abstract

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
Volume94
Issue number9
DOIs
StatePublished - Sep 12 2017
Externally publishedYes

Fingerprint

substitution
Amines
Substitution reactions
Arsenals
laboratory experiment
Functional groups
Melting point
chemistry
Group
Nuclear magnetic resonance
Students
Electrons
student
Experiments
Organic Chemistry

Keywords

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

ASJC Scopus subject areas

  • Chemistry(all)
  • Education

Cite this

Nucleophilic Aromatic Substitution - Addition and Identification of an Amine. / Goldstein, Steven W.; Bill, Ashley; Dhuguru, Jyothi; Ghoneim, Ola.

In: Journal of Chemical Education, Vol. 94, No. 9, 12.09.2017, p. 1388-1390.

Research output: Contribution to journalArticle

Goldstein, Steven W. ; Bill, Ashley ; Dhuguru, Jyothi ; Ghoneim, Ola. / Nucleophilic Aromatic Substitution - Addition and Identification of an Amine. In: Journal of Chemical Education. 2017 ; Vol. 94, No. 9. pp. 1388-1390.
@article{7646e40c8cc34ea091cc6da3cb1a41c5,
title = "Nucleophilic Aromatic Substitution - Addition and Identification of an Amine",
abstract = "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.",
keywords = "Addition Reactions, Amines/Ammonium Compounds, Aromatic Compounds, Nucleophilic Substitution, Organic Chemistry, Problem Solving/Decision Making, Second-Year Undergraduate",
author = "Goldstein, {Steven W.} and Ashley Bill and Jyothi Dhuguru and Ola Ghoneim",
year = "2017",
month = "9",
day = "12",
doi = "10.1021/acs.jchemed.6b00680",
language = "English (US)",
volume = "94",
pages = "1388--1390",
journal = "Journal of Chemical Education",
issn = "0021-9584",
publisher = "American Chemical Society",
number = "9",

}

TY - JOUR

T1 - Nucleophilic Aromatic Substitution - Addition and Identification of an Amine

AU - Goldstein, Steven W.

AU - Bill, Ashley

AU - Dhuguru, Jyothi

AU - Ghoneim, Ola

PY - 2017/9/12

Y1 - 2017/9/12

N2 - 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.

AB - 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.

KW - Addition Reactions

KW - Amines/Ammonium Compounds

KW - Aromatic Compounds

KW - Nucleophilic Substitution

KW - Organic Chemistry

KW - Problem Solving/Decision Making

KW - Second-Year Undergraduate

UR - http://www.scopus.com/inward/record.url?scp=85029312225&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=85029312225&partnerID=8YFLogxK

U2 - 10.1021/acs.jchemed.6b00680

DO - 10.1021/acs.jchemed.6b00680

M3 - Article

VL - 94

SP - 1388

EP - 1390

JO - Journal of Chemical Education

JF - Journal of Chemical Education

SN - 0021-9584

IS - 9

ER -