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The Chemical Educator

ISSN: 1430-4171 (electronic version)

Table of Contents

Abstract Volume 15 (2010) pp 110-112

Nucleophilic Aromatic Substitution, A Guided Inquiry Laboratory Experiment

Leyte L. Winfield

Spelman College, 350 Spelman Lane SW, Atlanta, GA 30314,
Received July 19, 2008. Accepted May 5, 2009.

Published: 27 January 2010

Abstract. Inquiry-based learning is a unique student-centered alternative to traditional instruction. This form of active learning is ideal for the organic chemistry laboratory as it encourages critical thinking and hands on problem solving to complete an experiment. Electrophilic Aromatic Substitution is immediately associated with the undergraduate organic chemistry course. However, nucleophilic aromatic substitution is not. The N-arylation of aniline derivatives is a useful reaction for implementing nucleophilic aromatic substitution into the undergraduate curriculum. Under the framework of inquiry-based learning, a straightforward procedure has been developed for the undergraduate laboratory. This experiment explores the reaction rate of the nucleophilic aromatic substitution using various electrophiles. The reaction is conducted under microwave irradiation and the experiment is completed in one laboratory setting.

Key Words: Laboratories and Demonstrations; organic chemistry

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