Determination of an Unknown Aryl Amine Reactant Using Microwave-Assisted Acetanilide Synthesis and Thin-Layer Chromatography: A Multioutcome, Guided-Inquiry-Based Organic Chemistry Laboratory Experiment

被引：2

作者：

Manning, Abby L. ^{[2
]}

Roos, Bryanna N. ^{[2
]}

Charlebois, Amber Flynn ^{[2
]}

Hutchinson-Anderson, Kelly ^{[3
]}

Tajc, Stephen G. ^{[1
]}

机构：

[1] Nazareth Coll, Dept Chem & Biochem, Rochester, NY 14618 USA

[2] Nazareth Coll, Dept Chemistr & & Biochem, Rochester, NY 14618 USA

[3] Nazareth Coll, Dept Chemi r & & Biochem s t, Rochester, NY 14618 USA

来源：

JOURNAL OF CHEMICAL EDUCATION | 2023年 / 100卷 / 04期

关键词：

Undergraduate; Organic Chemistry; Amides; NMR Spectroscopy; IR Spectroscopy; Thin Layer Chromatography; Laboratory Instruction; Inquiry-Based; Discovery Learning; Problem Solving; Reactions; Hands-On Learning; Manipulatives; Synthesis; Nucleophilic Substitution; Mechanisms of Reactions;

D O I：

10.1021/acs.jchemed.2c00757

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

In an effort to further develop critical thinking and problem solving skills, a guided-inquiry-based, multioutcome organic chemistry synthesis and characterization experiment was developed. Students were provided with the protocol for a timesaving microwave-assisted acetanilide synthesis reaction from acetic anhydride and an unknown primary aryl amine. They developed their own protocol for thin-layer chromatography to determine their unknown reactant and assess the completion of the acetanilide reaction. The microwave-catalyzed reaction allowed time for characterization of the acetanilide product, including thin-layer chromatography, melting point, and 1H NMR spectroscopy during a single laboratory period. Determination of the unknown reactant was accomplished using these data. This experiment was successful in both science majors and health science majors organic chemistry courses.

引用

页码：1580 / 1583

页数：4

共 3 条

[1] MICROWAVE-ASSISTED SYNTHESIS AND PKA DETERMINATION OF UMBELLIFERONE: AN EXPERIMENT FOR THE UNDERGRADUATE ORGANIC CHEMISTRY LABORATORY
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Amaral, Ronaldo C.
Ponzoni, Aparecida C.
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[2] Microwave-assisted aspirin synthesis from over-the-counter pain creams using naturally acidic catalysts: A green undergraduate organic chemistry laboratory experiment
Fahey, Jodie
Dineen, Annie
Henain, Joseph
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2015, 250
[3] Microwave-Assisted Aspirin Synthesis from Over-the-Counter Pain Creams Using Naturally Acidic Catalysts: A Green Undergraduate Organic Chemistry Laboratory Experiment
Fahey, J. T.
Dineen, A. E.
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GREEN CHEMISTRY EXPERIMENTS IN UNDERGRADUATE LABORATORIES, 2016, 1233 : 93 - 109

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