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Solvent-Free 'N'-Formylation: An Experimental Application of Basic Concepts and Techniques of Organic Chemistry

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Title: Solvent-Free 'N'-Formylation: An Experimental Application of Basic Concepts and Techniques of Organic Chemistry
Language: English
Authors: Omar, Yasser M. (ORCID 0000-0001-6753-4005), Mohamed, Noha G., Boshra, Andrew N., Abdel-Aal, Abu-Baker M. (ORCID 0000-0003-1759-5090)
Source: Journal of Chemical Education. Apr 2020 97(4):1134-1138.
Availability: Division of Chemical Education, Inc. and ACS Publications Division of the American Chemical Society. 1155 Sixteenth Street NW, Washington, DC 20036. Tel: 800-227-5558; Tel: 202-872-4600; e-mail: eic@jce.acs.org; Web site: http://pubs.acs.org/jchemeduc
Peer Reviewed: Y
Page Count: 5
Publication Date: 2020
Intended Audience: Teachers
Document Type: Journal Articles
Reports - Descriptive
Education Level: Higher Education
Postsecondary Education
Descriptors: Science Instruction, Science Experiments, Organic Chemistry, Science Laboratories, Laboratory Safety, Science Process Skills, Laboratory Experiments, College Science, Undergraduate Study
DOI: 10.1021/acs.jchemed.9b00983
ISSN: 0021-9584
Abstract: "N"-Formamides are important intermediates in the synthesis of many pharmacologically active compounds and are used as protecting groups for amines or as catalysts in different reactions. The current "N"-formylation experiment is designed as a part of an introductory organic chemistry course for undergraduate students. The experiment includes formylation of substituted aromatic amines using formic acid under solvent-free conditions. Students are introduced to laboratory safety precautions, reaction mechanism, and basic laboratory techniques such as a solvent-free reaction setup, reflux, filtration, melting point determination, yield calculation, and lab report write-up. Students synthesized four different formamides in 50-80% yield as a straightforward application of nucleophilic substitution reactions.
Abstractor: As Provided
Entry Date: 2020
Accession Number: EJ1250836
Database: ERIC
FullText Text:
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  Data: <searchLink fieldCode="AR" term="%22Omar%2C+Yasser+M%2E%22">Omar, Yasser M.</searchLink> (ORCID <externalLink term="http://orcid.org/0000-0001-6753-4005">0000-0001-6753-4005</externalLink>)<br /><searchLink fieldCode="AR" term="%22Mohamed%2C+Noha+G%2E%22">Mohamed, Noha G.</searchLink><br /><searchLink fieldCode="AR" term="%22Boshra%2C+Andrew+N%2E%22">Boshra, Andrew N.</searchLink><br /><searchLink fieldCode="AR" term="%22Abdel-Aal%2C+Abu-Baker+M%2E%22">Abdel-Aal, Abu-Baker M.</searchLink> (ORCID <externalLink term="http://orcid.org/0000-0003-1759-5090">0000-0003-1759-5090</externalLink>)
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  Data: Division of Chemical Education, Inc. and ACS Publications Division of the American Chemical Society. 1155 Sixteenth Street NW, Washington, DC 20036. Tel: 800-227-5558; Tel: 202-872-4600; e-mail: eic@jce.acs.org; Web site: http://pubs.acs.org/jchemeduc
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  Data: 10.1021/acs.jchemed.9b00983
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  Data: 0021-9584
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  Data: "N"-Formamides are important intermediates in the synthesis of many pharmacologically active compounds and are used as protecting groups for amines or as catalysts in different reactions. The current "N"-formylation experiment is designed as a part of an introductory organic chemistry course for undergraduate students. The experiment includes formylation of substituted aromatic amines using formic acid under solvent-free conditions. Students are introduced to laboratory safety precautions, reaction mechanism, and basic laboratory techniques such as a solvent-free reaction setup, reflux, filtration, melting point determination, yield calculation, and lab report write-up. Students synthesized four different formamides in 50-80% yield as a straightforward application of nucleophilic substitution reactions.
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