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Parallel Combinatorial Synthesis of Azo Dyes: A Combinatorial Experiment Suitable for Undergraduate Laboratories
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Abstract
A parallel combinatorial synthesis of azo dyes experiment was developed that uses distinct colors to illustrate the concept of diversity and structure–function relationships. This experiment is suitable for undergraduate laboratories and has been used by both chemistry majors and nonmajors undergraduates in Miami University. Azo dyes can be prepared easily in one laboratory period and were chosen to illustrate the concept of diversity oriented synthesis. In the experiment, the positions of the laboratory are divided into a grid. Each student produces a unique azo dye, whose structure is coded according to his or her lab bench position. At the end of the experiment, a multifiber strip is dyed using the student's own synthetic dye. A colorful spectrum of azo dyes are produced collectively by the class.
Keywords (Audience):
Second-Year UndergraduateKeywords (Domain):
Laboratory InstructionKeywords (Pedagogy):
Hands-On Learning / ManipulativesKeywords (Subject):
Combinatorial ChemistryCiting Articles
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This article has been cited by 7 ACS Journal articles (5 most recent appear below).
A Highly Active Nano-Palladium Catalyst for the Preparation of Aromatic Azos under Mild Conditions
Lei Hu, Xueqing Cao, Linyan Shi, Fenqiang Qi, Zhiqiang Guo, Jianmei Lu, and Hongwei GuOrganic Letters2011 13 (20), 5640-5643A Highly Active Nano-Palladium Catalyst for the Preparation of Aromatic Azos under Mild Conditions
Lei Hu, Xueqing Cao, Linyan Shi, Fenqiang Qi, Zhiqiang Guo, Jianmei Lu, and Hongwei GuOrganic Letters2011 13 (20), 5640-5643A worm-like Pd nanocatalyst has been prepared and used in the preparation of azo compounds from nitroaromatics under mild reaction conditions. This highly dispersible nano-Pd catalyst shows high activity toward the synthesis of both symmetric aromatic azo ...
Synthesis of Aryl-Substituted 2,4-Dinitrophenylamines: Nucleophilic Aromatic Substitution as a Problem-Solving and Collaborative-Learning Approach
Elvira Santos Santos, Irma Cruz Gavilán García, and Eva Florencia Lejarazo Gómez, Miguel Angel Vilchis-ReyesJournal of Chemical Education2010 87 (11), 1230-1232Synthesis of Aryl-Substituted 2,4-Dinitrophenylamines: Nucleophilic Aromatic Substitution as a Problem-Solving and Collaborative-Learning Approach
Elvira Santos Santos, Irma Cruz Gavilán García, and Eva Florencia Lejarazo Gómez, Miguel Angel Vilchis-ReyesJournal of Chemical Education2010 87 (11), 1230-1232A series of experiments based on problem-solving and collaborative-learning pedagogies are described that encourage students to interpret results and draw conclusions from data. Different approaches including parallel library synthesis, solvent variation, ...
The Chemistry of Formazan Dyes. Synthesis and Characterization of a Stable Verdazyl Radical and a Related Boron-Containing Heterocycle
David E. Berry , Robin G. Hicks and Joe B. GilroyJournal of Chemical Education2009 86 (1), 76The Chemistry of Formazan Dyes. Synthesis and Characterization of a Stable Verdazyl Radical and a Related Boron-Containing Heterocycle
David E. Berry , Robin G. Hicks and Joe B. GilroyJournal of Chemical Education2009 86 (1), 76This experiment describes the synthesis and characterization of a formazan dye, and its subsequent conversion to a stable verdazyl radical and a boron–nitrogen heterocycle (boratatetrazine). Each of these compounds is intensely colored and is prepared and ...
The Comparative Nucleophilicity of Naphthoxide Derivatives in Reactions with a Fast-Red TR Dye. A Discovery-Oriented Capstone Project for the Second-Year Organic Laboratory
Cheryl M. MascarenhasJournal of Chemical Education2008 85 (9), 1271The Comparative Nucleophilicity of Naphthoxide Derivatives in Reactions with a Fast-Red TR Dye. A Discovery-Oriented Capstone Project for the Second-Year Organic Laboratory
Cheryl M. MascarenhasJournal of Chemical Education2008 85 (9), 1271In this experiment, organic chemistry students perform reactions between three naphthyl acetate derivatives and the diazonium salt Fast-Red TR, under basic conditions. The three naphthyl acetate derivatives used in this study are 2-naphthyl acetate (1a), ...
Synthesis of Triarylmethane and Xanthene Dyes Using Electrophilic Aromatic Substitution Reactions
James V. McCullagh and Kelly A. DaggettJournal of Chemical Education2007 84 (11), 1799Synthesis of Triarylmethane and Xanthene Dyes Using Electrophilic Aromatic Substitution Reactions
James V. McCullagh and Kelly A. DaggettJournal of Chemical Education2007 84 (11), 1799The synthesis of dyes has long been a popular topic in organic chemistry laboratory experiments because it allows students to see first hand that reactions learned in class can be used to make compounds with useful applications. In this experiment ...
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- Received: August 03, 2009
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